YAMADA Michio

Natural Sciences Division Fundamental Natural Sciences Molecular ChemistryAssociate Professor

Basic information

  • Gender

    Male

Other affiliation

  • Tokyo Gakugei University, Science, Associate Professor
  • Tokyo Gakugei University, Natural Sciences DivisionFundamental Natural Sciences 分子化学分野, Associate Professor

Research History

  • JSPS
    01 Apr. 2007 - 31 Mar. 2008, 特別研究員(DC2)
  • JSPS
    01 Apr. 2008 - 31 Mar. 2009, 特別研究員(PD)
  • ETH Zurich
    01 Apr. 2008 - 31 Mar. 2009, Laboratory of Organic Chemistry, Visiting Postdoctoral Fellow
  • ETH Zurich
    01 Apr. 2009 - 31 Mar. 2010, Laboratory of Organic Chemistry, Postdoctoral fellow
  • Tokyo Gakugei University
    01 Apr. 2010 - 31 Mar. 2015, Faculty of Education, assistant professor
  • University of Tsukuba
    Oct. 2010 - Mar. 2013, Life Science Center of Tsukuba Advanced Research Alliance (TARA), 客員研究員
  • Tokyo Gakugei University
    Apr. 2015 - Present, Faculty of Education, 准教授

Education

  • University of Tsukuba
    Mar. 2003, 第一学群, 自然学類
  • University of Tsukuba
    Mar. 2008, 数理物質科学研究科, 化学専攻, doctor course, completed

Degree

  • Doctor of Philosophy in Science

Professional Memberships

  • 日本理科教育学会
    Apr. 2021
  • 有機合成化学協会
    Apr. 2019
  • 基礎有機化学会
    Sep. 2010
  • American Chemical Society
    Oct. 2009
  • フラーレン・ナノチューブ・グラフェン学会
    Jan. 2004
  • 日本化学会
    Dec. 2003

Licenses and Qualifications

  • 危険物取扱者(甲種)
    Dec. 2013

Research Areas

  • Structural organic chemistry and physical organic chemistry

Research Interests

  • Fullerene
  • カーボンナノチューブ
  • π電子系
  • Physical Organic Chemistry

Research Projects

  • 徳山科学技術振興財団研究助成, 光電変換材料を指向した剛直なフラーレン誘導体の創製と配列制御, 徳山科学技術振興財団研究助成, Apr. 2022 - Mar. 2023, Principal investigator
  • 松籟科学技術振興財団研究助成, 空間を介したフラーレンπ電子共役系の拡張と制御に関する研究, 松籟科学技術振興財団研究助成, Mar. 2022 - Mar. 2024, Principal investigator
  • Foundation for Advancement of International Science
    Creation of Molecular Functionalization of Endohedral Metallofullerene and Its Function, Grant-in-Aid for Scientific Research (C), 01 Apr. 2020 - 01 Mar. 2023, Principal investigator
  • Tokyo Gakugei University
    フラーレンの多重開口反応による湾曲ナノカーボン分子のトップダウン合成, Grant-in-Aid for Scientific Research (C), 01 Apr. 2020 - 01 Mar. 2023, Principal investigator
  • 旭硝子財団研究助成, フラーレンを基盤とする阻害剤開発のための分子間相互作用の計測と評価, 旭硝子財団研究助成, 01 Apr. 2019 - 31 Mar. 2021, Principal investigator
  • 野口研究所野口遵研究助成金, 鉄原子内包フラーレン合成への挑戦, 野口研究所野口遵研究助成金, 01 Apr. 2019 - 31 Mar. 2020, Principal investigator
  • Foundation for Advancement of International Science
    Creation of functionalized endohedral metallofullerenes and its function, Grant-in-Aid for Scientific Research (C), 01 Apr. 2017 - 01 Mar. 2020, Principal investigator
  • Tokyo Gakugei University
    Molecular recognition of nanocarbons based on assembling porphyrins through dynamic covalent bonds, Grant-in-Aid for Young Scientists (B), 01 Apr. 2016 - 01 Mar. 2019, Principal investigator
  • 戸部真紀財団研究助成, 遷移金属触媒を用いたカスケード反応によるフラーレンのワンポット分子変換法の開発, 戸部真紀財団研究助成, 01 Apr. 2016 - 31 Mar. 2017, Principal investigator
  • 国際科学技術財団研究助成, 遷移金属カルベン錯体を用いたフラーレンの分子変換による革新的な光電変換材料の開発, 国際科学技術財団研究助成, 01 Apr. 2015 - 31 Mar. 2016, Principal investigator
  • Tokyo Gakugei University
    Creation of innovative near-infrared photoluminescence probe based on nanocarbons by chemical functionalization, Grant-in-Aid for Scientific Research (B), 01 Apr. 2014 - 01 Mar. 2017, Principal investigator
  • Tokyo Gakugei University
    Twisted pi-electronic molecular tweezers for chiral resolution of carbon nanotubes, Grant-in-Aid for Young Scientists (B), 01 Apr. 2012 - 01 Mar. 2015, Principal investigator
  • 倉田記念日立科学技術財団倉田奨励金, カーボンナノチューブのキラリティを認識するπ電子系分子ピンセットの開発, 倉田記念日立科学技術財団倉田奨励金, 01 Apr. 2011 - 31 Mar. 2012, Principal investigator
  • University of Tsukuba
    Construction and properties of molecular systems inside the π-space, Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area), 01 Apr. 2008 - 31 Mar. 2013, Principal investigator
  • University of Tsukuba
    Construction and properties of aggregated paramagnetic fullerenes, Grant-in-Aid for Scientific Research (A), 01 Apr. 2008 - 31 Mar. 2012, Principal investigator

Books and Other Publications

  • Handbook of Fullerene Science and Technology
    25 Sep. 2022, Functionalization of Fullerenes: Addition Reaction, Springer, 978-981-16-8993-2
  • 導電性材料の設計, 導電性制御および最新応用展開
    Dec. 2021, (2) SWNTsの界面活性剤を用いた分散液の調製と分散処理が及ぼす発光特性への影響, 技術情報協会
  • カーボンナノチューブの表面処理・分散技術と複合化事例
    27 Dec. 2019, 前田優, 山田道夫, 紺野優以, 鈴木光明, 第2章第2節 有機溶媒系におけるカーボンナノチューブの分離精製, 技術情報協会, 978-4-86104-772-5
  • フラーレンの化学
    Nov. 2016, 共立出版(東京), 9784320044227
  • Chemical Science of pi-Electron Systems
    Nov. 2015, Endohedral Metallofullerenes: From Chemical Reactivity to Material Performance, Springer (Tokyo), 9784431553564
  • 導電性フィラー,導電助剤の分散性向上,評価,応用
    Jun. 2015, (4) 単層カーボンナノチューブとアミンの相互作用, 技術情報協会
  • Endohedral Metallofullerenes: Basics and Applications
    Dec. 2014, NMR Spectroscopic and X-Ray Crystallographic Characterization of Endohedral Metallofullerenes, Boca Raton, 9781466593947
  • Organic Nanomaterials
    Nov. 2013, Fundamental and Applied Aspects of Endohedral Metallofullerenes as Promising Carbon Nanomaterials, John Wiley & Sons
  • ぬれ性,溶解性,分散性,含浸性,接着性向上などを目的とした工業用炭素材料,ナノカーボン材料の表面処理—ノウハウ—
    Dec. 2011, カーボンナノチューブへのカルボキシル基導入とその官能基変換, 技術情報協会
  • ぬれ性,溶解性,分散性,含浸性,接着性向上などを目的とした工業用炭素材料,ナノカーボン材料の表面処理—ノウハウ—
    Dec. 2011, 前田優, 赤阪健, 山田道夫, 長谷川正, アミンによる炭層カーボンナノチューブの分散と分離, 技術情報協会
  • Handbook of Carbon Nano Materials
    Nov. 2011, 145-184, World Scientific Publishing Co. (Singapore)

Papers

  • Perspectives on push–pull chromophores derived from click-type [2 + 2] cycloaddition–retroelectrocyclization reactions of electron-rich alkynes and electron-deficient alkenes
    Jan. 2024, Michio Yamada, only, Beilstein Journal of Organic Chemistry, Beilstein Institut, 20, Research paper (scientific journal)
  • Controlling the reactivity of La@C82 by reduction: reaction of the La@C82 anion with alkyl halide with high regioselectivity
    Dec. 2023, Yutaka Maeda, Saeka Akita, Mitsuaki Suzuki, Michio Yamada, Takeshi Akasaka, Kaoru Kobayashi, Shigeru Nagase, joint, Beilstein Journal of Organic Chemistry, Beilstein Institut, 19, Research paper (scientific journal)
  • Control of functionalized single-walled carbon nanotube photoluminescence via competition between thermal rearrangement and elimination
    Sep. 2023, Yutaka Maeda, Rina Morooka, Pei Zhao, Michio Yamada, Masahiro Ehara, joint, Chemical Communications, Royal Society of Chemistry, 59, Research paper (scientific journal)
  • One-Step Synthesis of Cyclobutene-Annulated Fullerenes through a Cascade Reaction
    Sep. 2023, Michio Yamada, Yuta Uokawa, Shino Sasaki, Naohiro Iha, Yoshihisa Hashimoto, Yuya Nagasaki, Yutaka Maeda, Mitsuaki Suzuki, joint, European Journal of Organic Chemistry, European Chemical Societies Publishing, 26, 35, Research paper (scientific journal)
  • Stepwise Functionalization of Single-Walled Carbon Nanotubes with Subsequent Molecular Conversion to Control Photoluminescence Properties
    Sep. 2023, Yui Konno, Michio Yamada, Mitsuaki Suzuki, Yutaka Maeda, joint, Chemistry A European Journal, European Chemical Societies Publishing, 29, 51, Research paper (scientific journal)
  • Selective emergence of photoluminescence at telecommunication wavelengths from cyclic perfluoroalkylated carbon nanotubes
    Jul. 2023, Yutaka Maeda, Yasuhiro Suzuki, Yui Konno, Pei Zhao, Nobuhiro Kikuchi, Michio Yamada, Masaya Mitsuishi, Anh T. H. Dao, Hitoshi Kasai, Masahiro Ehara, joint, Communications Chemistry, Springer Nature, 6, Research paper (scientific journal)
  • Synthesis and Conformational Analysis of Fullerene Torsion Balances for Assessing the Contribution of Dispersion and Anionic Character in Non-covalent Arene–Fullerene Interactions
    Aug. 2023, Michio Yamada, Koki Sahara, Masaaki Koizumi, Yutaka Maeda, Mitsuaki Suzuki, joint, Chemistry A European Journal, European Chemical Societies Publishing, 29, 44, Research paper (scientific journal), 10.1002/chem.202300877
  • Photoluminescence Properties of Single-Walled Carbon Nanotubes Influenced by the Tether Length of Reagents with Two Reactive Sites
    Jun. 2023, Yui Konno, Rina Morooka, Tatsunari Morishita, Pei Zhao, Naoto Miyasaka, Kazuki Ono, Akira Noda, Daiki Uchida, Ren Iwasaki, Michio Yamada, Masahiro Ehara, Yutaka Maeda, joint, Chemistry A European Journal, European Chemical Societies Publishing, 29, 36, Research paper (scientific journal), 10.1002/chem.202300766
  • Unraveling the Nature and Strength of Non-covalent Interactions on the Surface of Fullerenes
    Mar. 2023, Michio Yamada, only, ChemPlusChem, Wiley, Research paper (scientific journal), 10.1002/cplu.202300062
  • Transition-metal-catalyzed synthesis of organophosphate-appended cyclobutanofullerenes from C60 and secondary propargylic phosphates
    31 Jan. 2023, Michio Yamada, Yui Ueno, Yuta Uokawa, Yutaka Maeda, joint, Tetrahedron Lett., Elsevier, 115, Research paper (scientific journal), 10.1016/j.tetlet.2022.154299
  • Controlling Near-Infrared Photoluminescence Properties of Single-Walled Carbon Nanotubes by Substituent Effect in Stepwise Chemical Functionalization
    24 Jan. 2023, Yutaka Maeda, Rina Morooka, Pei Zhao, Daiki Uchida, Yui Konno, Michio Yamada, Masahiro Ehara, joint, J. Phys. Chem. C, American Chemical Society, 127, Research paper (scientific journal), 10.1021/acs.jpcc.2c06153
  • Understanding the Nature and Strength of Noncovalent Face-to-Face Arene–Fullerene Interactions
    06 Sep. 2022, Michio Yamada, Yukiyo Kurihara, Masaaki Koizumi, Kasumi Tsuji, Yutaka Maeda, Mitsuaki Suzuki, joint, Angew. Chem. Int. Ed., Wiley, 61, Research paper (scientific journal), 10.1002/anie.202212279
  • 核磁気共鳴分光法と質量分析法の基礎:有機化合物の構造をどのように調べるか?
    20 Apr. 2022, 山田道夫, only, 化学と教育, 日本化学会, 70, (MISC) Introduction and explanation (others)
  • Photoreactions of Sc3N@C80 with Disilirane, Silirane, and Digermirane: A Photochemical Method to Separate Ih and D5h Isomers
    07 Feb. 2022, M. Kako, K. Miyabe, S. Fukazawa, S. Kanazawa, M. Yasui, M. Yamada, Y. Maeda, Z. Slanina, F. Uhlik, L. Adamowicz, I, Papadopoulos, D. M. Guldi, M. Furukawa, S. Nagase, T. Akasaka, joint, Photochem, MDPI, 2, 1, Research paper (scientific journal)
  • Li@C60 thin films: characterization and nonlinear optical properties
    21 Dec. 2021, M. Wolf, S. Toyouchi, P. Walke, K. Umemoto, A. Masuhara, H. Fukumura, Y. Takano, M. Yamada, Hirai, E. Fron, H. Uji-i, joint, RSC Adv., ROYAL SOCIETY OF CHEMISTRY, 12, Research paper (scientific journal)
  • Copper-Mediated Cascade Synthesis of Open-Cage Fullerenes
    Apr. 2020, M. Yamada, A. Ishitsuka, Y. Maeda, M. Suzuki, H. Sato, joint, Organic Letters, American Chemical Society, 22, 9, Research paper (scientific journal), 1523-7060, An open-cage fullerene bearing an eight-membered ring orifice has been synthesized in one pot by the reaction of C60 with propargylic phosphate in the presence of CuCl. The reaction cascade involves the transformation of the phosphate to the 1,3-dienyl phosphate, which enables the reaction with C60 by [4 + 2] cycloaddition to form the cyclohexene-annulated intermediate, and subsequent intramolecular syn-elimination of the phosphodiester affords the cyclohexadiene-annulated fullerene derivative as the precursor for the open-cage fullerene.Published: April 21, 2020
  • Thermodynamic control of quantum defects on single-walled carbon nanotubes
    25 Nov. 2019, Y. Maeda, H. Murakoshi, H. Tambo, P. Zhao, K. Kuroda, M. Yamada, X. Zhao, S. Nagase, M. Ehara, joint, Chem. Commun., 55, Research paper (scientific journal), 10.1039/C9CC05623H
  • Influence of local strain caused by cycloaddition on the band gap control of functionalized single-walled carbon nanotubes
    08 May 2019, Y. Maeda, K. Kuroda, H. Tambo, H. Murakoshi, Y. Konno, M. Yamada, P. Zhao, X. Zhao, S. Nagase, M. Ehara, joint, RSC Adv., 9, Research paper (scientific journal), 10.1039/C9RA02183C
  • Reaction of C60 radical anion with alkyl halide
    26 Mar. 2019, Y. Maeda, M. Sanno, T. Morishita, K. Sakamoto, E. Sugiyama, S. Akita, M. Yamada, M. Suzuki, joint, New J. Chem., The Royal Society of Chemistry, 43, 17, Research paper (scientific journal), 10.1039/C9NJ01043B, 1144-0546
  • Effective derivatization and extraction of insoluble missing lanthanum metallofullerenes La@C2n (n = 36–38) with iodobenzene
    Nov. 2015, Yutaka Maeda
    Takayoshi Tsuchiya
    Takashi Tsuchiya
    Hidefumi Nikawa
    Tao Yang
    Xiang Zhao
    Zdenek Slanina
    Mitsuaki Suzuki
    Michio Yamada
    Yongfu Lian
    Shigeru Nagase
    Xing Lu
    Takeshi Akasaka, joint, Carbon, 98, Research paper (scientific journal), 10.1016/j.carbon.2015.10.088.
  • Isolation and characterization of [5,6]-pyrrolidino-Sc3N@I-h-C-80 diastereomers
    05 Aug. 2014, Yutaka Maeda
    Masato Kimura
    Chihiro Ueda
    Michio Yamada
    Toru Kikuchi
    Mitsuaki Suzuki
    Wei-Wei Wang
    Naomi Mizorogi
    Nikolaos Karousis
    Nikos Tagmatarchis
    Tadashi Hasegawa
    Marilyn M. Olmstead
    Alan L. Balch
    Shigeru Nagase
    Takeshi Akasaka, joint, Chemical Communications, ROYAL SOC CHEMISTRY, 50, 83, Research paper (scientific journal), 10.1039/c4cc04946b, 1359-7345, Reactions of Sc3N@I-h-C-80 with aziridine derivatives were conducted to afford the corresponding mono-adducts. A pair of diastereomers of the mono-adduct [5,6]-pyrrolidino-Sc3N@I-h-C-80 was isolated and characterized by means of mass spectrometry, vis-NIR absorption spectroscopy, and electrochemical measurements. Structural analysis of the mono-adducts was conducted by NMR and single-crystal X-ray structure determinations.
  • Application of MCD spectroscopy and TD-DFT to endohedral metallofullerenes for characterization of their electronic transitions
    14 Mar. 2013, Michio Yamada
    Zdenek Slanina
    Naomi Mizorogi
    Atsuya Muranaka
    Yutaka Maeda
    Shigeru Nagase
    Takeshi Akasaka
    Nagao Kobayashi, joint, Physical Chemistry Chemical Physics, 15, 10, Research paper (scientific journal), 10.1039/c3cp44096f, 1463-9076, We describe, for the first time, the application of magnetic circular dichroism (MCD) spectroscopy and time-dependent density functional theory (TD-DFT) calculations using B3LYP and M06-2X functionals to characterize the electronic transitions of endohedral metallofullerenes (EMFs). Results revealed that the electronic transitions of La@C2v-C82, La 2@Ih-C80, and Sc3N@I h-C80 can be assigned using these techniques. Particularly, a difference in the electronic transitions between La 2@Ih-C80 and Sc3N@I h-C80, which is invisible in absorption spectra, was observed clearly in MCD spectra. The observed MCD bands agree well with the oscillator strengths calculated using the B3LYP functional. In addition, the MCD bands of La2@Ih-C80 were altered upon [5,6]-addition, demonstrating that the MCD spectroscopy is sensitive to chemical functionalization of EMFs, and that it is therefore powerful to distinguish [5,6]-adducts from pristine La2@Ih-C80, although no marked difference exists in their absorption spectra. © 2013 the Owner Societies.
  • Regioselective Exohedral Functionalization of La@C-82 and its 1,2,3,4,5-Pentamethylcyclopentadiene and Adamantylidene Adducts
    08 Feb. 2010, Yutaka Maeda
    Satoru Sato
    Koji Inada
    Hidefumi Nikawa
    Michio Yamada
    Naomi Mizorogi
    Tadashi Hasegawa
    Takahiro Tsuchiya
    Takeshi Akasaka
    Tatsuhisa Kato
    Zdenek Slanina
    Shigeru Nagase, joint, Chem. Eur. J., Wiley, 16, 7, Research paper (scientific journal), 10.1002/chem.200902512, 0947-6539, The first regioselective functionalization of La@C-82 by two different groups has been performed. Bis-adducts of La@C-82 With Cp* and adamantylidene were synthesized by using two different routes and characterized, Spectroscopic analysis and theoretical calculations reveal that the addition position is controlled by the charge density and p-orbital axis vector value of the fullerene cage.
  • Helicity Sorting and Optical Resolution of Functionalized Single-Walled Carbon Nanotubes and Their Optical Properties
    21 Sep. 2020, Maeda, Y., Konno, Y., Yamada, M., joint, J. Phys. Chem. C, American Chemical Society, 124, Research paper (scientific journal), 10.1021/acs.jpcc0c07963
  • New Horizons in Chemical Functionalization of Endohedral Metallofullerenes
    10 Aug. 2020, Yamada, M., Liu, M. T. H., Nagase, S., Akasaka, T., joint, Molecules, MDPI, 25, Research paper (scientific journal), 10.3390/molecules25163626
  • A Fullerene-Based Molecular Torsion Balance for Investigating Noncovalent Interactions at the C60 Surface
    29 Jun. 2020, Yamada, M., Narita, H., Maeda, Y., joint, Angew. Chem. Int. Ed., Wiley VCH, 59, Research paper (scientific journal), 10.1002/anie.202005888
  • Salvaging Reactive Fullerenes from Soot by Exohedral Derivatization
    Oct. 2018, M. Yamada, T. Akasaka, S. Nagase, joint, Angew. Chem. Int. Ed., Wiley, 57, 41, Research paper (scientific journal), 10.1002/anie.201713145, 1433-7851
  • リサーチ・ナビ 文部科学省科学研究費補助金 新学術領域研究(研究領域提案型) 高次π空間の創発と機能開発
    Sep. 2012, 山田 道夫, 安蘇 芳雄, 磯部 寛之, joint, 未来材料, エヌ・ティー・エス, 12, 9, 1346-0986
  • 高大連携による国際バカロレアディプロマプログラム(IBDP)化学の実践と検証
    Jul. 2020, 鮫島 朋美, 前田 優, 山田 道夫, 内田 大貴, 吉原 伸敏, joint, 東京学芸大学附属学校研究紀要, 東京学芸大学附属学校研究会, 47, Research paper (bulletin of university, research institution), 0285-4309
  • Sonochemical reaction to control the near-infrared photoluminescence properties of single-walled carbon nanotubes
    03 Feb. 2020, Y. Maeda, Y. Konno, A. Nishino, M. Yamada, S. Okudaira, Y. Miyauchi, K. Matsuda, J. Matsui, M. Mitsuichi, M. Suzuki, joint, Nanoscale, ROYAL SOCIETY OF CHEMISTRY, 12, Research paper (scientific journal), 10.1039/D0NR00271B
  • Synthesis of Fullerene-Fluorene Dyads through the Platinum-Catalyzed Reactions of [60]Fullerene with 9-Ethynyl-9H-fluoren-9-yl Carboxylates
    Jul. 2019, M. Yamada, M. Takizawa, Y. Nukatani, M. Suzuki, Y. Maeda, joint, J. Org. Chem., 84, 14, Research paper (scientific journal), 10.1021/acs.joc.9b00932, 0022-3263
  • Addition of S-Heterocyclic Carbenes to Fullerenes: Formation and Characterization of Dithiomethano-Bridged Derivatives
    Apr. 2019, M. Kako, Y. Arikawa, S. Kanzawa, M. Yamada, Y. Maeda, M. Furukawa, T. Akasaka, joint, Helv. Chim. Acta, Wiley, 102, Research paper (scientific journal), 10.1002/hlca.201900064
  • Mechanistic Study of the Diels-Alder Reaction of Paramagnetic Endohedral Metallofullerene: Reaction of La@C-82 with 1,2,3,4,5-Pentamethylcyclopentadiene
    Apr. 2013, Satoru Sato
    Yutaka Maeda
    Jing-Dong Guo
    Michio Yamada
    Naomi Mizorogi
    Shigeru Nagase
    Takeshi Akasaka, joint, J. Am. Chem. Soc., American Chemical Society, 135, 15, Research paper (scientific journal), 10.1021/ja309763f, 0002-7863, The reaction mechanism of the Diels-Alder reaction of paramagnetic endohedral metallofullerene, La@C-82, and 1,2,3,4,5-pentamethylcyclopentadiene was studied theoretically and experimentally. Theoretical calculations revealed that this reaction proceeds via a concerted mechanism that includes formation of a stable intermediate. The activation energy of a retro-Diels-Alder reaction was also studied experimentally, which is in good agreement with theoretical results.
  • Helicity-Selective Photoreaction of Single-walled Carbon Nanotubes with Organosulfur Compounds in the Presence of Oxygen
    24 Apr. 2013, Yutaka Maeda
    Junki Higo
    Yuri Amagai
    Jun Matsui
    Kei Ohkubo
    Yusuke Yoshigoe
    Masahiro Hashimoto
    Kazuhiro Eguchi
    Michio Yamada
    Tadashi Hasegawa
    Yoshinori Sato
    Jing Zhou
    Jing Lu
    Tokuji Miyashita
    Shunichi Fukuzumi
    Tatsuya Murakami
    Kazuyuki Tohji
    Shigeru Nagase
    Takeshi Akasaka, joint, Journal of the American Chemical Society, 135, 16, Research paper (scientific journal), 10.1021/ja402199n, 0002-7863,1520-5126, This report describes a helicity-selective photoreaction of single-walled carbon nanotubes (SWNTs) with disulfide in the presence of oxygen. The SWNTs were characterized using absorption, photoluminescence (PL), Raman, and X-ray photoelectron spectroscopy, scanning electron microscopy, and current-voltage (I-V) measurements. Results showed remarkable helicity-selective (metallic SWNTs/semiconducting SWNTs and diameter) functionalization of SWNTs. The reaction rate decreases in the order of metallic SWNTs >
    semiconducting SWNTs and small-diameter SWNTs >
    large-diameter SWNTs. Control experiments conducted under various experimental conditions and ESR and femtosecond laser flash photolysis measurements revealed that the helicity-selective reaction proceeds via a photoinduced electron transfer reaction. The PL and I-V measurements showed that the photoreaction is effective not only to control SWNT conductivity but also for the band gap modulation of semiconducting SWNTs. © 2013 American Chemical Society.
  • 初等中等教育と大学教育の化学教育の現場における実践の報告 スモールスケール実験 : フラーレンC₆₀の分離と化学反応
    20 Sep. 2019, 前田 優, 山田 道夫, joint, Chemistry & Education, 日本化学会, 67, 9, Research paper (bulletin of university, research institution), 0386-2151
  • 化学修飾によるカーボンナノチューブの機能化と評価
    Apr. 2019, 前田 優, 山田 道夫, 江原 正博, joint, 炭素, 炭素材料学会, 2019, 290, (MISC) Introduction and explanation (others), 0371-5345,

    After their discovery carbon nanotubes (CNTs) have attracted significant interest due to their outstanding mechanical properties and intrinsic optical and electronic properties. The chemical functionalization of CNTs has been investigated to reveal their chemical reactivity, to increase dispersibility, to add functionalities, etc. This review focuses on the structures and reactivities of single-walled carbon nanotubes (SWCNTs) and the methods of evaluating functionalized SWCNTs. A recent topic, the formation of SWCNTs quantum defects is described, focusing on our results.

  • Effect of substituents and initial degree of functionalization of alkylated single-walled carbon nanotubes on their thermal stability and photoluminescence properties
    03 Feb. 2017, Y. Maeda, T. Yuya, D. Jing-Shuang, M. Suzuki, M. Yamada, S. Nagase, joint, Chem. Eur. J., Wiley, 23, 8, Research paper (scientific journal), 0947-6539, Alkylated single-walled carbon nanotubes (SWNTs) have been thermally treated to determine the influence of substituents and the degree of functionalization on their thermal stability and photoluminescence (PL) properties. Alkylated SWNTs were prepared by treating SWNTs with sodium naphthalenide and alkyl bromide. The defunctionalization of the alkylated SWNTs was monitored by absorption and Raman spectra. Selective recovery of the characteristic absorption and radial breathing mode peaks was observed during the thermal treatment, which indicates that the thermal stability of the alkylated SWNTs decreases with increases in SWNT diameter and degree of functionalization. n-Butylated and phenethylated SWNTs showed higher thermal stability than sec-butylated and benzylated SWNTs for a similar degree of functionalization, respectively. The diameter selectivity and effect of substituents on the thermal elimination reaction were confirmed by density functional theory. In addition, it was shown that the initial degree of functionalization of the alkylated SWNTs, with the alkyl group and degree of functionalization being kept constant after thermal treatment, strongly affects their PL properties; Stokes shift, and PL peak intensity.
  • アンケート調査に基づく小学校教員の理科の観察,実験に対する「教えにくい」学習項目とその理由の経年変化
    Sep. 2016, 吉原 伸敏, 前田 優, 山田 道夫, 原田 和雄, 松川 正樹, joint, 東京学芸大学紀要. 自然科学系, 東京学芸大学学術情報委員会, 68, Research paper (bulletin of university, research institution), 1880-4330
  • 金属内包フラーレンの構造決定
    Apr. 2016, 鈴木 光明, 山田 道夫, 前田 優, 永瀬 茂, 赤阪 健, joint, 日本結晶学会誌, 日本結晶学会, 58, 2, Research paper (research society, symposium materials, etc.), 0369-4585, For the structure determination of endohedral metallofullerenes (EMFs), X-ray crystallographic study is very powerful because it provides detailed information of the positions of encapsulated species as well as the cage structures. We have reported a number of X-ray crystal structures of EMFs and their derivatives, which are in good agreement with those suggested by theoretical calculations as well as NMR analyses. Herein we show the importance of interplay between experiments and theoretical calculations for the structure determination of EMFs by taking up La@C82, Gd@C82, and Sc2@C66 as the representative examples.
  • 新結晶・新物質 不飽和直線状トリキナン構造をもつ金属内包フラーレンSc₂@C₆₆
    Apr. 2015, 山田 道夫, 赤阪 健, 永瀬 茂, joint, 固体物理, アグネ技術センター, 50, 4, (MISC) Introduction and explanation (commerce magazine), 0454-4544
  • Control of near infrared photoluminescence properties of single-walled carbon nanotubes by functionalization with dendrons
    Dec. 2018, Y. Maeda, Y. Konno, M. Yamada, P. Zhao, X. Zhao, M. Ehara, S. Nagase, joint, Nanoscale, 10, 48, Research paper (scientific journal), 10.1039/c8nr07983h, 2040-3364
  • Photoreactions of Sc3N@Ih-C80 and Lu3N@Ih-C80 with disilirane: Isolation and characterization of labile 1,2-adducts
    18 Dec. 2018, M. Kako, F. Ozeki, S. Kanzawa, S. Fukazawa, K. Sato, M. Yamada, Y. Maeda, M. Furukawa, T. Akasaka, joint, Heteroatom Chem., Wiley, 10, Research paper (scientific journal), 10.1002/hc.21477
  • Enhancing Solution-Phase Supramolecular Interactions between Monomeric Porphyrins and [60]Fullerene by Simple Chemical Modification
    29 Nov. 2017, M. Yamada, G. Murakami, S. Kobayashi, Y. Maeda, joint, Tetrahedron Lett., Elsevier, 58, 10.1016/j.tetlet.2017.10.037
  • 科学的思考力と問題解決力を高めるための中等教育教員養成(理科)の有機化学実験の授業改善
    29 Sep. 2017, 前田優, 山田道夫, joint, 東京学芸大学紀要, 東京学芸大学, 69, Research paper (bulletin of university, research institution)
  • Transition-metal-catalyzed divergent functionalization of [60]fullerene with propargylic esters
    15 Sep. 2017, M. Yamada, R. Ochi, Y. Yamamoto, S. Okada, Y. Maeda, joint, Org. Biomol. Chem., ROYAL SOCIETY OF CHEMISTRY, 15, Research paper (scientific journal), 10.1039/c7ob02168b
  • Temperature Dependence of Anisotropic Transient Conductivity of a La@C-2v-C-82(Ad) Crystal
    Jul. 2017, M. Yamada, S. Sato, W. Choi, S. Seki, T. Abe, M. Suzuki, Y. Maeda, S. Nagase, T. Akasaka, only, Chem. Lett., CHEMICAL SOC JAPAN, 46, 7, Research paper (scientific journal), 10.1246/cl.170279, 0366-7022, The temperature dependence of the anisotropic transient conductivity of a La@C-2v-C-82(Ad) crystal was investigated using flash-photolysis time-resolved microwave conductivity (FP-TRMC) measurements. Results showed that the transient conductivity along the c-axis of the single-crystal increased as the temperature decreased, proving that electron transport can be described by the electronic band-conduction model instead of the electron-hopping model.
  • Synthesis and Photo-Induced Electron Transfer Reactions in a La2@Ih-C80-Phenoxazine Conjugate
    Jul. 2017, T. Akasaka, A. Nakata, M. Rudolf, W.-W. Wang, M. Yamada, M. Suzuki, Y. Maeda, R. Aoyama, T. Tsuchiya, S. Nagase, D. M. Guldi, joint, ChemPlusChem, Wiley, 82, Research paper (scientific journal), 10.1002/cplu.201600391
  • Preparation, Structural Determination, and Characterization of Electronic Properties of [5,6]- and [6,6]-Carbosilylated Sc3 N@Ih -C80.
    Jun. 2017, Kako M
    Sugiura T
    Miyabe K
    Yasui M
    Yamada M
    Maeda Y
    Guo JD
    Nagase S
    Akasaka T, joint, Chem. Asian J., 12, 12, 10.1002/asia.201700506, 1861-4728
  • Fullerene C70 as a Nanoflask that Reveals the Chemical Reactivity of Atomic Nitrogen
    Jun. 2017, Yuta Morinaka
    Rui Zhang
    Satoru Sato
    Hidefumi Nikawa
    Tatsuhisa Kato
    Ko Furukawa
    Michio Yamada
    Yutaka Maeda
    Michihisa Murata
    Atsushi Wakamiya
    Shigeru Nagase
    Takeshi Akasaka
    Yasujiro Murata, joint, Angew. Chem. Int. Ed., Wiley, 56, 23, Research paper (scientific journal), 10.1002/anie.201701158, 1433-7851, To investigate the intrinsic reactivity of atomic nitrogen, which had previously been accomplished only by examining its decay in the gas phase using special equipment, a nitrogen atom was inserted into a series of molecule-encapsulating C-60 and C-70 fullerenes. Among the studied endofullerenes, H-2@C-70 was able to encapsulate an additional nitrogen atom within the fullerene cage under radiofrequency plasma conditions. The product was analyzed by ESR spectroscopy and mass spectrometry in solution, which revealed that the nitrogen atom with a quartet ground state does not react but weakly interact with the H-2 molecule, thus demonstrating the utility of such fullerenes as "nanoflasks".
  • Photoreactions of Endohedral Metallofullerene with Siliranes: Electronic Properties of Carbosilylated Lu3N@I-h-C-80
    May 2017, Masahiro Kako
    Kazuya Minami
    Taiki Kuroiwa
    Shinpei Fukazawa
    Yuki Arikawa
    Michio Yamada
    Yutaka Maeda
    Qiao-Zhi Li
    Shigeru Nagase
    Takeshi Akasaka, joint, Molecules, MDPI, 22, 5, Research paper (scientific journal), 10.3390/molecules22050850, 1420-3049, Photochemical carbosilylation of Lu3N@I-h-C-80 was performed using siliranes (silacyclopropanes) to afford the corresponding [5,6]- and [6,6]-adducts. Electrochemical studies indicated that the redox potentials of the carbosilylated derivatives were shifted cathodically in comparison with those of the [5,6]-pyrrolidino adducts. The electronic effect of the silirane addends on Lu3N@I-h-C-80 was verified on the basis of density functional theory calculations.
  • Adamantylidene Addition to M3N@I-h-C-80 (M=Sc, Lu) and Sc3N@D-5h-C-80: Synthesis and Crystallographic Characterization of the [5,6]-Open and [6,6]-Open Adducts
    May 2017, Michio Yamada
    Tsuneyuki Abe
    Chiharu Saito
    Toshiki Yamazaki
    Satoru Sato
    Naomi Mizorogi
    Zdenek Slanina
    Filip Uhlik
    Mitsuaki Suzuki
    Yutaka Maeda
    Yongfu Lian
    Xing Lu
    Marilyn M. Olmstead
    Alan L. Balch
    Shigeru Nagase
    Takeshi Akasaka, joint, Chem. Eur. J., Wiley, 23, 27, Research paper (scientific journal), 10.1002/chem.201700049, 0947-6539, Additions of adamantylidene (Ad) to M3N@I-h-C-80 (M=Sc, Lu) and Sc3N@D-5h-C-80 have been accomplished by photochemical reactions with 2-adamantyl-2,3-[3H]-diazirine (1). In M3N@I-h-C-80, the addition led to rupture of the [6,6]- or [5,6]-bonds of the I-h-C-80 cage, forming the [6,6]-open fulleroid as the major isomer and the [5,6]-open fulleroid as the minor isomer. In Sc3N@D-5h-C-80, the addition also proceeded regioselectively to yield three major isomeric Ad mono-adducts, despite the fact that there are nine types of C-C bonds in the D-5h-C-80 cage. The molecular structures of the seven Ad mono-adducts, including the positions of the encaged trimetallic nitride clusters, have been unambiguously determined through single-crystal XRD analyses. Furthermore, results have shown that stepwise addition of Ad to Lu3N@I-h-C-80 affords several Ad bis-adducts, two of which have been isolated and characterized. The X-ray structure of one bis-adduct clearly revealed that the second Ad addition took place at a [6,6]-bond close to an endohedral metal atom. Theoretical calculations have also been performed to rationalize the regioselectivity.
  • D-2d(23)-C-84 versus Sc2C2@D-2d(23)-C-84: Impact of Endohedral Sc2C2 Doping on Chemical Reactivity in the Photolysis of Diazirine
    Dec. 2016, Michio Yamada
    Yukiko Tanabe
    Jing-Shuang Dang
    Satoru Sato
    Naomi Mizorogi
    Makoto Hachiya
    Mitsuaki Suzuki
    Tsuneyuki Abe
    Hiroki Kurihara
    Yutaka Maeda
    Xiang Zhao
    Yongfu Lian
    Shigeru Nagase
    Takeshi Akasaka, joint, J. Am. Chem. Soc., American Chemical Society, 138, 50, Research paper (scientific journal), 10.1021/jacs.6b10751, 0002-7863, We compared the chemical reactivity of D-2d(23)-C-84 and that of Sc2C2@D-2d(23)-C-84, both having the same carbon cage geometry, in the photolysis of 2-adamantane-2,3'-[3H]-diazirine, to clarify metal-atom doping effects on the chemical reactivity of the carbon cage. Experimental and computational studies have revealed that the chemical reactivity of the D-2d(23)-C-84 carbon cage is altered drastically by endohedral Sc2C2 doping. The reaction of empty D-2d(23)-C-84 with the diazirine under photoirradiation yields two adamantylidene (Ad) adducts. NMR. spectroscopic studies revealed that the major Ad monoadduct (C-84(Ad)-A) has a fulleroid structure and that the minor Ad monoadduct (C-84(Ad)-B) has a methanofullerene structure. The latter was also characterized using X-ray crystallography. C-84(Ad)-A is stable under photoirradiation, but it interconverted to C-84(Ad)-B by heating at 80 degrees C. In contrast, the reaction of endohedral Sc2C2@D-2d(23)-C-84 with diazirine under photoirradiation affords four (Sc2C2@C-84(Ad)-A, Sc2C2@C-84(Ad)-B, Sc2C2@C-84(Ad)-C, and Sc2C2@C-84(Ad)-D). The structure Sc2C2@C-84(Ad)-C was characterized using X-ray crystallography. Thermal interconversion of Sc2C2@C-84(Ad)-A and Sc2C2@C-84(Ad)-B to Sc2C2@C-84(Ad)-C was also observed. The reaction mechanisms of the Ad addition and thermal interconversion were elucidated from theoretical calculations. Calculation results suggest that C-84(Ad)-B and Sc2C2@C-84(Ad)-C are thermodynamically favorable products. Their different chemical reactivities derive from Sc2C2 doping, which raises the HOMO and LUMO levels of the D-2d(23)-C-84 carbon cage.
  • The Unanticipated Dimerization of Ce@C-2v(9)-C-82 upon Co-crystallization with Ni(octaethylporphyrin) and Comparison with Monomeric M@C-2v(9)-C-82 (M = La, Sc, and Y)
    Dec. 2016, Mitsuaki Suzuki
    Michio Yamada
    Yutaka Maeda
    Satoru Sato
    Yuta Takano
    Filip Uhlik
    Zdenek Slanina
    Yongfu Lian
    Xing Lu
    Shigeru Nagase
    Marilyn M. Olmstead
    Alan L. Balch
    Takeshi Akasaka, joint, Chem. Eur. J., Wiley, 22, 50, Research paper (scientific journal), 10.1002/chem.201602595, 0947-6539, We report that Ce@C-2v(9)-C-82 forms a centrosymmetric dimer when co-crystallized with Ni(OEP) (OEP = octaethylporphyrin dianion). The crystal structure of {Ce@C-2v(9)-C-82}(2)center dot 2[Ni(OEP)]center dot 4C(6)H(6) shows that a new C-C bond with a bond length of 1.605(5) angstrom connects the two cages. The high spin density of the singly occupied molecular orbital (SOMO) on the cage and the pyramidalization of the cage are factors that favor dimerization. In contrast, the treatment of Ni(OEP) with M@C-2v(9)-C-82 (M = La, Sc, and Y) results in crystallization of monomeric endohedral fullerenes. A systematic comparison of the X-ray structures of M@C-2v(9)-C-82 (M = Sc, Y, La, Ce, Gd, Yb, and Sm) reveals that the major metal site in each case is located at an off-center position adjacent to a hexagonal ring along the C-2 axis of the C-2v(9)-C-82 cage. DFT calculations at the M06-2X level revealed that the positions of the metal centers in these metallofullerenes M@C-2v(9)-C-82 (M = Sc, Y, and Ce), as determined by single-crystal X-ray structure studies, correspond to an energy minimum for each compound.
  • Thermal Stability of Oxidized Single-Walled Carbon Nanotubes: Competitive Elimination and Decomposition Reaction Depending on the Degree of Functionalization
    Oct. 2016, Yutaka Maeda
    Erika Sone
    Akane Nishino
    Yuri Amagai
    Wei-Wei Wang
    Michio Yamada
    Mitsuaki Suzuki
    Jun Matsui
    Masaya Mitsuishi
    Toshiya Okazaki
    Shigeru Nagase, joint, Chem. Eur. J., Wiley, 22, 43, Research paper (scientific journal), 10.1002/chem.201602944, 0947-6539, The thermal stability of oxidized single-walled carbon nanotubes ( SWNTs) with various degrees of oxidation was investigated. The oxidized SWNTs exhibited lower absorption and radial breathing mode ( RBM) peaks and a higher intensity ratio of the D band to the G band ( D/G) in their absorption and Raman spectra than those of the pristine SWNTs. After the thermal treatment, the D/G ratio of the oxidized SWNTs almost recovered its original intensity, regardless of the degree of oxidation. The absorption, photoluminescence ( PL), and RBM peaks could not recover their original intensities when the oxidation degree was high. The results indicate that the elimination and decomposition reactions proceeded competitively depending on the degree of oxidation. In addition, a new PL peak was observed in the near-infrared region, and the PL peak intensity increased with the subsequent thermal treatment. The theoretical calculations provided an insight into the possible pathways for the decomposition of oxidized SWNTs, showing that the O-2 elimination and CO/CO2 evolution proceed competitively during thermal treatment.
  • Tuning of photoluminescence and up-conversion photoluminescence properties of single-walled carbon nanotubes by chemical functionalization
    Aug. 2016, Y. Maeda, S. Minami, Y. Takehana, J.-S. Dang, S. Aota, K. Matsuda, Y. Miyauchi, M. Yamada, M. Suzuki, R.-S. Zhao, X. Zhao, S. Nagase, joint, Nanoscale, ROYAL SOCIETY OF CHEMISTRY, 8, Research paper (scientific journal), 10.1039/C6NR04214G
  • Preparation, Structural Determination, and Characterization of Electronic Properties of Bis-silylated and Bis-germylated Lu3N@I-h-C-80
    Nov. 2015, Masahiro Kako
    Kyosuke Miyabe
    Kumiko Sato
    Mitsuaki Suzuki
    Naomi Mizorogi
    Wei-Wei Wang
    Michio Yamada
    Yutaka Maeda
    Marilyn M. Olmstead
    Alan L. Balch
    Shigeru Nagase
    Takeshi Akasaka, joint, Chem. Eur. J., Wiley, 21, 46, Research paper (scientific journal), 10.1002/chem.201502511, 0947-6539, Bis-silylated and bis-germylated derivatives of Lu3N@I-h-C-80 (3, 4, 5) were successfully synthesized by the photochemical addition of disiliranes 1a, 1b or digermirane 2, and fully characterized by spectroscopic, electrochemical, and theoretical studies. Interestingly, digermirane 2 reacts more efficiently than disiliranes 1a and 1b because of its good electron-donor properties and lower steric hindrance around the GeGe bond. The 1,4-adduct structures of 3, 4, 5 were unequivocally established by single-crystal X-ray crystallographic analyses. The electrochemical and theoretical studies reveal that the energy gaps between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of the 1,4-adducts are remarkably smaller than those of Lu3N@I-h-C-80, because the electron-donating groups effectively raise the HOMO levels. It is also observed that germyl groups are slightly more electron-donating than the silyl groups on the basis of the redox properties and the HOMO-LUMO energies of 4 and 5. Bis-silylation and bis-germylation are effective and versatile methods for tuning the electronic characteristics of endohedral metallofullerenes.
  • Control of the photoluminescence properties of single-walled carbon nanotubes by alkylation and subsequent thermal treatment
    16 Jul. 2015, Yutaka Maeda
    Yuya Takehana
    Michio Yamada
    Mitsuaki Suzuki
    Tatsuya Murakami, joint, Chem. Commun., ROYAL SOCIETY OF CHEMISTRY, 51, 70, Research paper (scientific journal), 10.1039/c5cc04020e, 1359-7345, Dibutylated single-walled carbon nanotubes (Bu-SWNTs-Bu) with varying degrees of functionalization were prepared by two-step reductive alkylation and subsequent thermal treatment. A new photoluminescence peak at around 1240 nm was observed and increased drastically after the thermal treatment. The results indicate that thermally treated Bu-SWNTs-Bu are promising NIR photoluminescent materials.
  • Regioselective Cage Opening of La-2@D-2(10611)-C-72 with 5,6-Diphenyl-3-(2-pyridyl)-1,2,4-triazine
    Feb. 2015, Michio Yamada
    Yasuhiro Muto
    Hiroki Kurihara
    Zdenek Slanina
    Mitsuaki Suzuki
    Yutaka Maeda
    Yves Rubin
    Marilyn M. Olmstead
    Alan L. Balch
    Shigeru Nagase
    Xing Lu
    Takeshi Akasaka, joint, Angew. Chem. Int. Ed., Wiley, 54, 7, Research paper (scientific journal), 10.1002/anie.201410012, 1433-7851, The thermal reaction of the endohedral metallofullerene La-2@D-2(10611)-C-72, which contains two pentalene units at opposite ends of the cage, with 5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine proceeded selectively to afford only two bisfulleroid isomers. The molecular structure of one isomer was determined using single-crystal X-ray crystallography. The results suggest that the [4+2] cycloaddition was initiated in a highly regioselective manner at the C-C bond connecting two pentagon rings of C-72. Subsequent intramolecular electrocyclization followed by cycloreversion resulted in the formation of an open-cage derivative having three seven-membered ring orifices on the cage and a significantly elongated cage geometry. The reduction potentials of the open-cage derivatives were similar to those of La-2@D-2-C-72 whereas the oxidation potentials were shifted more negative than those of La-2@D2C72. These results point out that further oxidation could occur easily in the derivatives.
  • Hiding and Recovering Electrons in a Dimetallic Endohedral Fullerene: Air-Stable Products from Radical Additions
    Jan. 2015, Michio Yamada
    Hiroki Kurihara
    Mitsuaki Suzuki
    Masayoshi Saito
    Zdenek Slanina
    Filip Uhlik
    Toshihiro Aizawa
    Tatsuhisa Kato
    Marilyn M. Olmstead
    Alan L. Balch
    Yutaka Maeda
    Shigeru Nagase
    Xing Lu
    Takeshi Akasaka, joint, J. Am. Chem. Soc., American Chemical Society, 137, 1, Research paper (scientific journal), 10.1021/ja509956y, 0002-7863, Fullerenyl radicals can be generated by addition of a free radical to a fullerene surface, by nucleophilic addition followed by one-electron oxidation, or by thermal dissociation of singly bonded fullerene dimers. However, fullerenyl radicals are usually very reactive and generally cannot be isolated. On the contrary, we have found that the reactions of the dimetallic endofullerenes, La-2@I-h-C-80 and La-2@D-5h-C-80, with 3-chloro-5,6-diphenyltriazine resulted in mono-addition of the triazinyl radical to the fullerene cages to yield isolable fullerenyl radicals. The unusual stability of these fullerenyl radicals arises from the confinement of the unpaired electron to an internal, metalmetal bonding orbital. Accordingly, the fullerene cage protects the radical center from other reactive species. Furthermore, we demonstrate that the fullerenyl radical adduct of La-2@I-h-C-80 reacts with toluene to afford additional benzylation. Interestingly, the benzylated derivative is diamagnetic in solution, while it forms a paramagnetic dimer when crystallized.
  • Emergence of Highly Elaborated pi-Space and Extending Its Functionality Based on Nanocarbons: New Vistas in the Fullerene World
    Dec. 2014, M. Yamada, T. Akasaka, joint, Bull. Chem. Soc. Jpn., The Chemical Society of Japan, 87, Research paper (scientific journal)
  • 新しいフラーレン構造の発見−実験と理論のインタープレイ
    Nov. 2014, 山田道夫、赤阪健、永瀬茂, joint, 化学, 化学同人, 69
  • Sc2@C66 revisited: An endohedral fullerene with scandium ions nestled within two unsaturated linear triquinanes
    28 May 2014, Michio Yamada
    Hiroki Kurihara
    Mitsuaki Suzuki
    Jing Dong Guo
    Markus Waelchli
    Marilyn M. Olmstead
    Alan L. Balch
    Shigeru Nagase
    Yutaka Maeda
    Tadashi Hasegawa
    Xing Lu
    Takeshi Akasaka, joint, Journal of the American Chemical Society, American Chemical Society, 136, 21, Research paper (scientific journal), 10.1021/ja5035649, The geometries of fullerenes are governed by the isolated pentagon rule (IPR), which states that stable fullerenes have each of their 12 pentagons surrounded by five hexagons. At the dawn of fullerene science, it was widely believed that the IPR would also be applicable for endohedral fullerenes. In 2000, that idea was altered by the discovery of the first non-IPR fullerenes, Sc2@C66 and Sc3N@C68. The structural data for Sc2@C66 were interpreted to indicate the presence of a pair of doubly fused pentagons. However, that structure has remained a long-standing mystery, since it is thermodynamically unfavorable. Here, we demonstrate definitively that Sc2@C66 does not have the structure that was long believed to be but a brand new type. 2D NMR spectroscopic and single-crystal X-ray analyses disclose that Sc 2@C66 has a C2v(4059)-C66 cage containing two sets of unsaturated linear triquinanes (ULTs), in which three pentagons abut one another and two scandium ions are located within the folds of each of the ULT units. © 2014 American Chemical Society.
  • Photochemical Behavior of Single-Walled Carbon Nanotubes in the Presence of Propylamine
    Apr. 2014, Y. Maeda, Y. Hasuike, K. Ohkubo, A. Tashiro, S. Kaneko, M. Kikuta, M. Yamada, T. Hasegawa, T. Akasaka, J. Zhou, J. Lu, S. Nagase, S. Fukuzumi, joint, ChemPhysChem, WILEY-VCH, 15
  • Computations on metallofullerenes derivatized during extraction: La@C80-C6H3Cl2 and La@C82-C6H3Cl2
    Jan. 2014, Z. Slanina, F. Uhlik, S.-L. Lee, L. Adamowicz, H. Kurihara, H. Nikawa, X. Lu, M. Yamada, S. Nagase, T. Akasaka, joint, Fullerenes, Nanotubes, Carbon Nanostruct., Taylor and Francis, 22, 1-3
  • Thermal reactions of C60 with siliranes: Carbosilylation and silylene addition of fullerenes
    Jan. 2014, M. Kako, R. Iida, Y. Maeda, M. Yamada, T. Hasegawa, joint, Fullerenes, Nanotubes, Carbon Nanostruct., Taylor and Francis, 22
  • Ground and Excited State Electronic Interactions in Push–Pull-Chromophore–[60]Fullerene Conjugates
    Jan. 2014, M. Yamada, F. Tancini, M. Sekita, D. M. Guldi, C. Boudon, J.-P. Gisselbrecht, M. N. Alberti, W. B. Schweizer, F. Diederich, joint, Fullerenes, Nanotubes, Carbon Nanostruct., Taylor and Francis, 22
  • Intermolecular Interaction of [60]Fullerene with Troger's Base Analogues
    Jan. 2014, M. Yamada, K. Tokutomi, A. Takehara, Y. Sakai, Y. Maeda, T. Hasegawa, joint, Fullerenes, Nanotubes, Carbon Nanostruct., Taylor and Francis, 22
  • La2@Cs(17490)-C76: A New Non-IPR Dimetallic Metallofullerene Featuring Unexpectedly Weak Metal-Pentalene Interactions
    Nov. 2013, M. Suzuki, N. Mizorogi, T. Yang, F. Uhlik, Z. Slanina, X. Zhao, M. Yamada, Y. Maeda, T. Hasegawa, S. Nagase, X. Lu, T. Akasaka, joint, Chem. -Eur. J, WILEY-VCH, 19
  • A versatile approach to functionalisation of [60]fullerene using 3-trifluoromethyl-3-phenyldiazirine derivatives as photolabelling reagents
    Aug. 2013, Michio Yamada, Kenji Harada, Yutaka Maeda, Tadashi Hasegawa, joint, New Journal of Chemistry, ROYAL SOCIETY OF CHEMISTRY, 37
  • Carbene Additions to Fullerenes
    Jul. 2013, Michio Yamada, Takeshi Akasaka, Shigeru Nagase, joint, Chemical Reviews, American Chemical Society, 113
  • Mapping the metal positions inside spherical C80 cages: Crystallographic and theoretical studies of Ce2@D5h-C80 and Ce2@Ih-C80
    Jan. 2013, L. Feng, M. Suzuki, N. Mizorogi, L. Xing, M. Yamada, T. Akasaka, S. Nagase, joint, Chem. Eur. J., WILEY-VCH, 19
  • Analysis of Functionalization Degree of Single-Walled Carbon Nanotubes Having Various Substituents
    Oct. 2012, Y. Maeda, K. Saito, N. Akamatsu, Y. Chiba, S. Ohno, Y. Okui, M. Yamada, T. Hasegawa, M. Kako, T. Akasaka, joint, J. Am. Chem. Soc., American Chemical Society, 134
  • Electron transport through single endohedral Ce@C82 metallofullerenes
    Sep. 2012, S. Kaneko, L. Wang, G. Luo, S. Nagase, S. Sato, M. Yamada, Z. Slanina, T. Akasaka, M. Kiguchi, joint, Physical Review B, American Physical Society, 86
  • Interaction of Single-walled carbon Nanotubes with amine
    Feb. 2012, Y. Maeda, M. Yamada, T. Hasegawa, T. Akasaka, J. Lu, S. Nagase, joint, NANO, World Scientific, 7
  • Oxygen atom transfer from peroxide intermediates to fullerenes
    Dec. 2011, Y. Maeda, Y. Niino, T. Kondo, M. Yamada, T. Hasegawa, T. Akasaka, joint, Chem. Lett., The Chemical Society of Japan, 40, 12
  • Synthesis of endohedral metallofullerene glycoconjugates by carbene addition
    Nov. 2011, M. Yamada, C. I. Someya, T. Nakahodo, Y. Maeda, T. Tsuchiya, T. Akasaka, joint, Molecules, MDPI, 16
  • 金属内包フラーレン−その構造と電子的特性を制御する
    Oct. 2011, 山田道夫・佐藤悟・赤阪健・永瀬茂, joint, 化学, 化学同人, 66, 10
  • Preparation and characterization of transparent and conductive thin films of single-walled carbon nanotubes
    Mar. 2011, Y. Maeda, K. Komoriya, K. Sode, J. Higo, T. Nakamura, M. Yamada, T. Hasegawa, T. Akasaka, T. Saito, J. Lu, S. Nagase, joint, Nanoscale, ROYAL SOCIETY OF CHEMISTRY, 3, 10.1039/C0NR00940G
  • Regioselective Cycloaddition of La-2@/(h)-C-80 with Tetracyanoethylene Oxide: Formation of an Endohedral Dimetallofullerene Adduct Featuring Enhanced Electron-Accepting Character
    Mar. 2011, Michio Yamada
    Mari Minowa
    Satoru Sato
    Zdenek Slanina
    Takahiro Tsuchiya
    Yutaka Maeda
    Shigeru Nagase
    Takeshi Akasaka, joint, Journal of the American Chemical Society, AMER CHEMICAL SOC, 133, 11, Research paper (scientific journal), 10.1021/ja2000243, 0002-7863, We describe the regioselective cycloaddition of La-2@I-h-C-80 with tetracyanoethylene oxide (TCNEO), which enabled the formation of the corresponding adduct having a tetracyanotetrahydrofuran moiety. X-ray crystallographic analysis revealed that the cycloaddition took place as a [5,6] addition. Along with dynamic swing motion of the metal atoms, the results of this electrochemical study demonstrate that TCNEO addition enhanced the electron-accepting character of La-2@I-h-C-80 and that the first reduction potential of the adduct reached -0.21 V versus the ferrocene/ferrocenium couple, which is the lowest value reported for endohedral metallofullerenes and their derivatives to date.
  • Thermal Carbosilylation of Endohedral Dimetallofullerene La2@Ih-C80 with Silirane
    Nov. 2010, M. Yamada, M. Minowa, S. Sato, M. Kako, Z. Slanina, N. Mizorogi, T. Tsuchiya, Y. Maeda, S. Nagase, T. Akasaka, joint, J. Am. Chem. Soc., ACS, 132
  • Separation of metallic single-walled carbon nanotubes using various amines
    Nov. 2010, Y. Maeda, K. Komoriya, K. Sode, M. Kanda, M. Yamada, T. Hasegawa, T. Akasaka, J. Lu, S. Nagase, joint, Phys. Status Solidi B, WILEY-VCH, 247, 11-12
  • Unprecedented Thermal Rearrangement of Push-Pull-Chromophore-[60]Fullerene Conjugates: Formation of Chiral 1,2,9,12-Tetrakis-Adducts
    Jun. 2010, M. Yamada, W. B. Schweizer, F. Shoenebeck, F. Diederich, joint, Chem. Commun., RSC, 46
  • A Molecular Ce2@Ih-C80 Switch–Unprecedented Oxidative Pathway in Photoinduced Charge Transfer Reactivity
    Jun. 2010, D, M. Guldi, L. Feng, S. G. Radhakrishnan, H. Nikawa, M. Yamada, N. Mizorogi, T. Tsuchiya, T. Akasaka, S. Nagase, M. A. Herranz, N. Martin, joint, J. Am. Chem. Soc., ACS, 132
  • Optical Stability of Axially Chiral Push-Pull-Substituted Buta-1,3-dienes: Effect of a Single Methyl Group on the C60 Surface
    Apr. 2010, M. Yamada, P. Rivera-Fuentes, W. B. Schweizer, F. Diederich, joint, Angew. Chem. Int. Ed., WILEY-VCH, 49
  • In-Depth Understanding of π-Electron Systems: New Vistas in Fullerene Endohedrals
    Feb. 2010, M. Yamada, T. Tsuchiya, T. Akasaka, S. Nagase, joint, Pure Appl. Chem., IUPAC, 82, Research paper (scientific journal)
  • Endohedral Metal Atoms in Pristine and Functionalized Fullerene Cages
    Jan. 2010, M. Yamada, T. Akasaka, S. Nagase, joint, Acc. Chem. Res., ACS, 43
  • Two Regioisomers of Endohedral Pyrrolidinodimetallofullerenes M2@Ih-C80(CH2)2NTrt (M = La, Ce; Trt = trityl): Control of Metal Atom Positions by Addition Positions
    Sep. 2009, M. Yamada, M. Okamura, S. Sato, C. I. Someya, N. Mizorogi, T. Tsuchiya, T. Akasaka, T. Kato, S. Nagase, joint, Chem. –Eur. J., WILEY-VCH, 15
  • Anisotropic magnetic behavior of anionic Ce@C82 carbene adducts
    Jun. 2009, Y. Takano, M. Aoyagi, M. Yamada, H. Nikawa, Z. Slanina, N. Mizorogi, M. O. Ishitsuka, T. Tsuchiya, Y. Maeda, T. Akasaka, T. Kato, S. Nagase, joint, J. Am. Chem. Soc., ACS, 131
  • Synthesis and Characterization of the D5h Isomer of the Endohedral Dimetallofullerene Ce2@C80: Two-Dimensional Circulation of Encapsulated Metal Atoms Inside a Fullerene Cage
    Apr. 2009, M. Yamada, N. Mizorogi, T. Tsuchiya, T. Akasaka, S. Nagase, joint, Chem. –Eur. J., WILEY-VCH, 15
  • Radical Coupling Reaction of Paramagnetic Endohedral Metallofullerene La@C82
    Nov. 2008, Y. Takano, A. Yomogida, H. Nikawa, M. Yamada, T. Wakahara, T. Tsuchiya, M. O. Ishitsuka, Y. Maeda, T. Akasaka, T. Kato, Z. Slanina, N. Mizorogi, S. Nagase, joint, J. Am. Chem. Soc., ACS, 130
  • Spectroscopic and theoretical study of endohedral dimetallofullerene having a non-IPR fullerene cage: Ce2@C72
    Jul. 2008, M. Yamada, T. Wakahara, T. Tsuchiya, Y. Maeda, T. Akasaka, N. Mizorogi, S. Nagase, joint, J. Phys. Chem. A, ACS, 112
  • Location of the Metal Atoms in Ce2@C78 and Its Bis-Silylated Derivative
    Feb. 2008, M. Yamada, T. Wakahara, T. Tsuchiya, Y. Maeda, M. Kako, T. Akasaka, K. Yoza, E. Horn, N. Mizorogi, S. Nagase, joint, Chem. Commun., RSC
  • Metal Atoms Collinear with the Spiro Carbon of 6,6-Open Adducts, M2@C80(Ad) (M = La and Ce, Ad = Adamantylidene)
    Jan. 2008, M. Yamada, C. Someya, T. Wakahara, T. Tsuchiya, Y. Maeda, T. Akasaka, K. Yoza, E. Horn, M. T. H. Liu, N. Mizorogi, S. Nagase, joint, J. Am. Chem. Soc., ACS, 130
  • Photo-Labeling of C60 with 3-Trifluoromethyl-3-phenyldiazirine
    Jul. 2007, S. Sato, M. Yamada, T. Wakahara, T. Tsuchiya, M. O. Ishitsuka, T. Akasaka, M. T. H. Liu, joint, Tetrahedron Lett., Elsevier, 48
  • Two-dimensional Hopping Motion of Encapsulated La Atoms in Silylated La2@C80
    Apr. 2007, T. Wakahara, M. Yamada, S. Takahashi, T. Nakahodo, T. Tsuchiya, Y. Maeda, T. Akasaka, M. Kako, K. Yoza, E. Horn, N. Mizorogi, S. Nagase, joint, Chem. Commun., RSC
  • Analysis of Lanthanide-Induced NMR Shifts of the Ce@C82 Anion
    Jan. 2006, M. Yamada, T. Wakahara, Y. Lian, T. Tsuchiya, T. Akasaka, M. Waelchli, N. Mizorogi, S. Nagase, K. M. Kadish, joint, J. Am. Chem. Soc., ACS, 128
  • Synthesis and Structural Characterization of Endohedral Pyrrolidinodimetallofullerene: La2@C80(CH2)2NTrt
    Jan. 2006, M. Yamada, T. Wakahara, T. Nakahodo, T. Tsuchiya, Y. Maeda, T. Akasaka, K. Yoza, E. Horn, N. Mizorogi, S. Nagase, joint, J. Am. Chem. Soc., ACS, 128
  • Positional Control of Encapsulated Atoms Inside a Fullerene Cage by Exohedral Addition
    Oct. 2005, M. Yamada, T. Nakahodo, T. Wakahara, T. Tsuchiya, Y. Maeda, T. Akasaka, M. Kako, K. Yoza, E. Horn, N. Mizorogi, K. Kobayashi, S. Nagase, joint, J. Am. Chem. Soc., ACS, 127, Research paper (scientific journal)
  • Synthesis and Characterization of Exohedrally Silylated M@C82 (M = Y and La)
    Mar. 2005, M. Yamada, L. Feng, T. Wakahara, T. Tsuchiya, Y. Maeda, Y. Lian, M. Kako, T. Akasaka, T. Kato, K. Kobayashi, S. Nagase, joint, J. Phys. Chem. B, ACS, 109, Research paper (scientific journal)
  • Characterization of Ce@C82 and Its Anion
    Mar. 2004, T. Wakahara, J.-i. Kobayashi, M. Yamada, Y. Maeda, T. Tsuchiya, M. Okamura, T. Akasaka, M. Waelchli, K. Kobayashi, S. Nagase, T. Kato, M. Kako, K. Yamamoto. K. M. Kadish, joint, J. Am. Chem. Soc., ACS, 126, Research paper (scientific journal)

Presentations

  • Quantification of Noncovalent Arene–Fullerene Interactions Using a Molecular Torsion Balance
    21 Mar. 2024, 日本化学会第104春季年会, Oral presentation(general)
  • プロパルギルリン酸エステルを用いたフラーレンの分子変換
    09 Dec. 2023, 第50回有機典型元素化学討論会, Oral presentation(general)
  • カスケード反応によるシクロブテノフラーレンの一段階合成
    12 Sep. 2023, 第33回基礎有機化学討論会, Poster presentation
  • ブチル化単層カーボンナノチューブ付加体の化学修飾率と発光特性に及ぼすフッ素原子置換数の効果
    21 Mar. 2024, 第104春季年会, Oral presentation(general)
  • ペルフルオロアルキル化反応によるカーボンナノチューブの光通信領域における近赤外発光の制御
    14 Sep. 2023, 第33回基礎有機化学討論会, Oral presentation(general)
  • Relationship of Binding Configurations to Photoluminescence Properties of Functionalized Single-Walled Carbon Nanotubes
    04 Sep. 2023, 第65回フラーレン・ナノチューブ・グラフェン総合シンポジウム
  • Effect of the tether length of reagents with two reactive sites on the band gap of single-walled carbon nanotubes
    23 Mar. 2023, The 103rd CSJ Annual Meeting, Oral presentation(general)
  • 近赤外発光の測定と付加基の定量によるデンドロン修飾カーボンナノチューブの付加様式の考察
    21 Sep. 2022, 第32回基礎有機化学討論会, Poster presentation
  • アレン-フラーレン間に働くFace-to-Face型非共有結合性相互作用の評価
    20 Sep. 2022, 第32回基礎有機化学討論会, Poster presentation
  • Control of the photoluminescence properties of single-walled carbon nanotubes by chemical functioalization and quantification of their terminal amino groups
    01 Sep. 2022, The 63rd Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Synthesis and Characterization of Cyclobutenofullerenes
    01 Sep. 2022, The 63rd Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • デンドロンを用いた単層カーボンナノチューブの化学修飾による近赤外発光制御とその末端官能基の変換
    25 Mar. 2022, 日本化学会第102春季年会, Oral presentation(general)
  • 化学修飾による単層カーボンナノチューブの近赤外発光特性の制御と導入した官能基の変換
    21 Sep. 2021, 第31回基礎有機化学討論会
  • Thermodynamic control of quantum defects on functionalized single-walled carbon nanotubes
    08 Jun. 2021, NT21: International Conference on the Science and Application of Nanotubes and Low-Dimensional Materials, Poster presentation
  • Sonochemical reaction to control the near-infrared photoluminescence properties of single-walled carbon nanotubes
    08 Jun. 2021, NT21: International Conference on the Science and Application of Nanotubes and Low-Dimensional Materials, Poster presentation
  • Quantitative evaluation of non covalent interactions at the C60 surface
    22 Mar. 2021, The 101st CSJ Annual Meeting, Oral presentation(general)
  • Photoreaction of C70 with disilirane: Electronic properties of silylated adducts
    02 Mar. 2021, The 60th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Chirality and helicity sorting of functionalized single-walled carbon nanotube
    01 Mar. 2021, The 60th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Simple and Effective Method to Control Photoluminescence Properties of Single-walled Carbon Nanotubes by Ultrasonic Irradiation
    16 Sep. 2020, The 59th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Control of the photoluminescence properties of single-walled carbon nanotubes by chemical functionalizaition using dibromoalkanes:Influence of alkyl chain lengths of dibromoalkanes
    24 Mar. 2020, The 100th CSJ Annual Meeting, Oral presentation(general)
  • Control of the photoluminescence property of single-walled carbon nanotubes by chemical functionalization and its subsequent transformation of functional groups
    23 Mar. 2020, The 100th CSJ Annual Meeting, Oral presentation(general)
  • Measurement of Fullerene–Arene Interactions Using Molecuar Torsion Balances
    22 Mar. 2020, The 100th CSJ Annual Meeting, Poster presentation
  • Simple and Effective Method to Control Photoluminescence Properties 76 of Single-walled Carbon Nanotubes by Ultrasonic Irradiation
    16 Mar. 2020, The 58th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Reactions of S-Heterocyclic Carbenes with Fullerenes: Preparation and Characterization of Dithiomethano-derivatives
    15 Mar. 2020, The 58th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • CuCl-Mediated Reaction of C60 with Propargylic Phosphate
    15 Mar. 2020, The 58th Fulerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Design and control of band gap of functionalized single-walled carbon nanotube quantum dots
    05 Sep. 2019, The 57th Fullerenes-Nanotubes-Graphene General Symposium, Oral presentation(general)
  • Co-crystal of La@Cs(6)-C82 with Ni(OEP)
    23 Jul. 2019, The 18th International Symposium on Novel Aromatic Compounds (ISNA-18), Poster presentation
  • Selectivity in Emergence of Red-shifted Photoluminescence of Single-Walled Carbon Nanotubes by Functionalization using Bulky Reagents
    23 Jul. 2019, The 18th International Symposium on Novel Aromatic Compounds (ISNA-18), Poster presentation
  • Fullerene-Based Molecular Torsion Balance for Investigating Noncovalent Interactions on the C60 Surface
    22 Jul. 2019, The 18th International Symposium on Novel Aromatic Compounds (ISNA-18), Poster presentation
  • Platinum-catalyzed reaction of [60]fullerene with 9-ethynyl-9H-fluoren-9-yl carboxylates
    Mar. 2019, 第56回フラーレン・ナノチューブ・グラフェン総合シンポジウム
  • Photoreactions of Sc3N@Ih-C80 and Lu3N@Ih-C80 with Disilirane: Characterization of Labile 1,2-Adducts
    Mar. 2019, 第56回フラーレン・ナノチューブ・グラフェン総合シンポジウム
  • Synthesis and characterization of fullerene-based molecular torsion balance for investigating noncovalent fullerene-arene interaction
    Mar. 2019, 第56回フラーレン・ナノチューブ・グラフェン総合シンポジウム
  • Control of near infrared photoluminescence properties of single walled carbon nanotubes by functionalization with dendrons
    Mar. 2019, 日本化学会第99春季年会
  • Functionalization of fullerene C60 via one electron reduction
    Mar. 2019, 日本化学会第99春季年会
  • デンドロンによる単層カーボンナノチューブの化学修飾:修飾率と近赤外発光特性の制御
    Sep. 2018, 第55回フラーレン・ナノチューブ・グラフェン総合シンポジウム
  • Cocrystallization of La@Cs(6)-C82 with Ni(OEP)
    Sep. 2018, 第29回基礎有機化学討論会, Poster presentation
  • Synthesis of methanofullerenes from C60 radical anion
    Sep. 2018, 第29回基礎有機化学討論会, Poster presentation
  • Divergent reactivity of C60 with propargylic esters in the presence of transition metal catalyst
    Mar. 2018, Oral presentation(general)
  • Temperature dependence of anisotropic transient conductivity of a La@C2v-C82(Ad) crystal
    Mar. 2018, 第54回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • Photoreaction of Sc3N@Ih-C80 with Disilirane: Formation and Isomerization of 1,2-, 1,3-, and 1,4-Adducts
    Mar. 2018, 第54回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • Chemical functionalization of single-walled carbon nanotubes to control their PL properties for bioimaging application
    Mar. 2018, 日本化学会第98春季年会, Poster presentation
  • ジスルフィドによって光酸化した単層カーボンナノチューブの発光特性と熱処理
    Dec. 2017, 第44回有機典型元素化学討論会, Oral presentation(general)
  • 特異な金属内包フラーレン及びその誘導体の電子状態
    Nov. 2017, 第56回電子スピンサイエンス学会年会, Oral presentation(invited, special)
  • Effect of Initial Degree of Functionalization of Alkylated Single-Walled Carbon Nanotubes on Their Thermal Stability and Photoluminescence Properties
    Sep. 2017, 第53回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • Unveiling the Unique Chemical Reactivity of Endohedral Metallofullerenes
    Jun. 2017, 2nd International Symposium on NanoCarbons -- Fullerenes, Endofullerenes, Carbon Nanotubes, Graphenes and Carbon Nanostructures, Oral presentation(invited, special)
  • フェナントレンが縮環したインダセンとその類縁体の合成と物性
    Mar. 2017, 日本化学会第97春季年会, Oral presentation(general)
  • Competitive elimination and decomposition reaction of oxidized single-walled carbon nanotubes depending on the degree of functionalization
    Feb. 2017, 第52回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Oral presentation(general)
  • Photochemical Addition of Silicones to Sc3N@Ih-C80: Interconversion of the [6,6]-and [5,6]-Adducts
    Feb. 2017, 第52回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • Control of photoluminescence properties of single-walled carbon nanotubes
    Sep. 2016, 第51回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Oral presentation(general)
  • フェナントレンが縮環したインダセン誘導体とそのラジカルカチオンの合成と物性
    Sep. 2016, 第27回基礎有機化学討論会, Poster presentation
  • Substituent effects on defunctionalization of alkylated single-walled carbon nanotubes
    Feb. 2016, 第50回フラーレン•ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • Preparation, Structural Determination, and Characterization of Electronic Properties of Carbosilylated Sc3N@Ih-C80
    Feb. 2016, 第50回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • ケイ素およびゲルマニウム化合物を用いた金属内包フラーレン誘導体の合成
    Oct. 2015, 第5回CSJ化学フェスタ, Poster presentation
  • The Structure of Endohedral Metallofullerene Sc2@C66 Having Two Unsaturated Linear Triquinane Units
    Mar. 2015, 日本化学会第95春季年会, Oral presentation(general)
  • 光酸化した単層カーボンナノチューブの評価
    Mar. 2015, 日本化学会第95春季年会, Poster presentation
  • フラーレン還元体とベンジルブロミド誘導体の反応
    Mar. 2015, 日本化学会第95春季年会, Poster presentation
  • Hiding and Recovering Electrons in a Dimetallic Endohedral Fullerene: Air-Stable Products from Radical Additions
    Mar. 2015, 日本化学会第95春季年会, Oral presentation(general)
  • Isolation and characterization of [5,6]-pyrrolidino-Sc3N@Ih-C80 diastereomers
    Feb. 2015, the 48th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Unsaturated linear triquinane: A new motif in fullerene cage geometry
    Oct. 2014, International Symposium on the Synthesis and Application of Curved Organic pi-Molecules and Materials, Poster presentation
  • Sc2@C66 Revisited: An Endohedral Fullerene with Scandium Ions Nestled within Two Unsaturated Linear Triquinanes
    Sep. 2014, the 47th Fullerenes-Nanotubes-Graphene General Symposium, Oral presentation(general)
  • 常磁性内包フラーレンSc3C2@C80とベンジルブロミドの付加反応とその誘導体の構造解析
    Sep. 2014, 第25回基礎有機化学討論会, Oral presentation(general)
  • C602–とベンジルブロミド誘導体の反応
    Sep. 2014, 第25回基礎有機化学討論会, Poster presentation
  • 有機硫黄化合物を用いた単層カーボンナノチューブの酸化反応
    Mar. 2014, 第94春季年会, Poster presentation
  • Thermal Bis-silylation, Carbosilylation, and Bis-germylation of Fullerenes
    Mar. 2014, 第46回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • プロピルアミン存在下におけるSWNTsの光化学的挙動
    Mar. 2014, 第46回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • Excited State Electronic Interactions in Push-Pull Chromophore-[60]Fullerene Conjugates
    Mar. 2014, 第46回フラーレン・ナノチューブ・グラフェン総合シンポジウム, Poster presentation
  • Excited State Electronic Interactions in Push–Pull-Chromophore–[60]Fullerene Conjugates
    Dec. 2013, 第7回有機π電子系シンポジウム, Poster presentation
  • M@C2v(9)-C82の内包金属イオンとフラーレンケージの関係
    Sep. 2013, 第24回基礎有機化学討論会, Oral presentation(general)
  • Reaction of Trimetallic Nitride Template-endohedral Metallofullerene (TNT-EMFs) with Aziridine
    Mar. 2013, The 44th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • Thermal Reactions of C60 with Siliranes: Formation of Carbosilylated Fullerenes
    Mar. 2013, The 44th Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • 3-トリフルオロメチル-3-フェニルジアジリン誘導体を用いたフラーレンC60の機能化
    Mar. 2013, 第93春季年会, Oral presentation(general)
  • 異なる置換基を有する単層カーボンナノチューブの化学修飾率の評価
    Mar. 2013, 第93春季年会, Oral presentation(general)
  • カーボンナノチューブの脱酸素反応における選択性
    Mar. 2013, 第93春季年会, Poster presentation
  • 活性酸化種を用いたフラーレンの酸化反応
    Dec. 2012, 第39回有機典型元素討論会, Oral presentation(general)
  • 3-トリフルオロ-3-フェニルジアジリン誘導体を用いたフラーレンC60の機能化
    Sep. 2012, 第23回基礎有機化学討論会, Oral presentation(general)
  • Application of MCD Spectroscopy and TD-DFT to Endohedral Metallofullerenes. New Insights into Characterization of Their Electron Transitions
    Sep. 2012, The 43rd Fullerenes-Nanotubes-Graphene General Symposium Abstracts, Other
  • The 3rd Tsukuba International Mini-symposium on Hybridization between Main Group Element Chemistry and p-electron Chemistry - ICHAC-10 Pre-symposium in Tsukuba
    Jul. 2012, The 2nd symposium on "Carbon Nanoforms", Poster presentation
  • Rational design of twisted bis-porphyrin tweezer for noncovalent interaction of single-walled carbon nanotubes
    May 2012, The 3rd Tsukuba International Mini-symposium on Hybridization between Main Group Element Chemistry and p-electron Chemistry - ICHAC-10 Pre-symposium in Tsukuba, Oral presentation(invited, special)
  • 1-ベンゾイルアセチルピペラジン誘導体と関連化合物の光反応
    Mar. 2012, 第92春季年会, Oral presentation(general)
  • ベンゾイルアセトアミド誘導体の光環化における水素移動の選択性に及ぼす置換基効果
    Mar. 2012, 第92春季年会, Oral presentation(general)
  • Reactions of C60 with disilirane and silirane in the presence of transition metal complexes
    Mar. 2012, The 42nd Fullerenes-Nanotubes-Graphene General Symposium, Poster presentation
  • 金属内包フラーレンとアジリジンの反応
    Dec. 2011, 第38回有機典型元素化学討論会, Poster presentation
  • Endohedral metallofullerenes: new building blocks for photoactive donor-acceptor system
    Dec. 2011, 1st International Symposium on Creation of Functional Materials, Poster presentation
  • Synthesis and photophysical properties of metallofullerene-zinc porphyrin dyads: impact of endohedral clusters
    Nov. 2011, 3rd International Symposium on Emergence of Highly Elaborated pi-Space and Its Function, Other
  • Molecular structure of endohedral metallofullerene Ce2@D5h-C80
    Sep. 2011, 第22回基礎有機化学討論会, Poster presentation, 金属内包フラーレンCe2@ D5h-C80の分子構造
  • Molecular structure of endohedral metallofullerene Ce2@D5h-C80
    Sep. 2011, 第22回基礎有機化学討論会, Poster presentation
  • 遷移金属錯体を用いた環状ケイ素化合物とC60との反応
    Sep. 2011, 第22回基礎有機化学討論会, Other
  • カーボンナノチューブのハロゲン化アルキルによる還元的化学修飾
    Sep. 2011, 第22回基礎有機化学討論会, Poster presentation
  • Tuning of Electron-Accepting Properties of La2@C80 by Chemical Modification
    Sep. 2011, 第22回基礎有機化学討論会, Oral presentation(general)
  • フラーレン表面に見られる軸不斉発現
    Sep. 2011, 第一回フラーレン•ナノチューブ・グラフェン若手研究会, Oral presentation(invited, special)
  • Electronic Tuning of La2@C80 by Chemical Modification
    Aug. 2011, 43rd IUPAC World Chemistry Congress, Other
  • Electronic Modulation of Endohedral Metallofullerenes by Chemical Functionalization
    Jul. 2011, 14th International Symposium on Novel Aromatic Compounds, Oral presentation(general)
  • Tuning of electronic properties of endohedral dimetallofullerene La2@C80 by exohedral chemical functionalization
    Jun. 2011, The first symposium on "Carbon Nanoforms", Oral presentation(general)
  • カーボンナノチューブのハロゲン化アルキルによる還元的化学修飾
    2011, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), 単層カーボンナノチューブの化学修飾は、分散性の制御や機能化の観点から大変注目されている。今回、SWNTs還元体とアルキル化SWNTs還元体を調製し、これらと種々のハロゲン化アルキルとの反応を試みた。得られたアルキル化SWNTsの化学修飾率を吸収スペクトル、ラマンスペクトル、熱重量分析により評価したところ、ハロゲン化アルキルの置換基効果によって、化学修飾率が制御できることが明らかとなった。
  • 遷移金属錯体を用いた環状ケイ素化合物とC60との反応
    2011, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), シリル化フラーレンは、これまでジシリランやシリレンを用いた光反応により得られてきた。我々のグループでは、新たに遷移金属錯体を用いた付加反応を検討した。パラジウムやニッケル錯体を触媒として、C60とジシリランやオキサジシリランの熱反応において、1:1付加体が生成することがわかった。さらにシラシクロプロパンを用いた付加反応についても報告する予定である。
  • 化学修飾によるLa2@C80の電子アクセプター性制御
    2011, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), フラーレンは優れた電子アクセプターとして知られており、様々な応用が提案されている。本研究では化学修飾を施すことによって、金属内包フラーレンLa2@C80の電子アクセプター性を制御できることを明らかにした。
  • Push-Pull型クロモフォア-[60]フラーレン連結系の新規な熱転位反応: キラルな1,2,9,12-テトラキス付加体の形成
    2011, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), 発表者はこれまで、電子ドナー性置換基と電子アクセプター性置換基から成るクロモフォアがフラーレンに直接結合した、Push-Pull型クロモフォアー[60]フラーレン連結系の構築に成功している。今回、このクロモフォアーフラーレン連結系が熱的に特異な転位反応を起こし、キラルな1,2,9,12-テトラキス付加体へと変換することを見出したので報告する。
  • 異なる2つの置換基を有する金属内包フラーレンの位置選択的合成
    2011, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), 我々は金属内包フラーレンLa@C82とペンタメチルシクロペンタジエン(Cp*)との反応を行い、付加反応が可逆的かつ位置特異的に進行することを明らかにし、さらに単結晶X線結晶構造解析により誘導体の構造解析に成功した。また、La@C82Cp*に求電子試薬であるアダマンチリデンカルベン(Ad:)を、La@C82AdにCp*を付加させることで、異なる置換基を有する金属内包フラーレン誘導体の位置選択的合成を行なった。
  • Thermal Carbosilylation of Dimetallofullerene La2@Ih-C80
    Dec. 2010, The International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2010), Poster presentation
  • Axially Chiral Push-Pull-Substituted Buta-1,3-dienes Enforced by a Single Methyl Group on the [60]Fullerene Surface
    Jan. 2010, International Conference on Molecular Electronics, Poster presentation
  • Electronic Modulation of Fullerenes through Conjugation to Push-Pull Chromophores
    Jul. 2009, 13th International Symposium on Novel Aromatic Compounds (ISNA-13), Poster presentation
  • Electronic Modulation of Fullerenes through Conjugation to Push-Pull Chromophores
    Jun. 2009, SwissNano2009, Poster presentation
  • Ce@C82カルベン付加体アニオンの合成と磁気異方性観測
    2009, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), 今回我々は、カルベン付加によるCe@C82の誘導体化を行い、2種類の一付加体(2a, 2b)を高収率・高選択的に得た。吸収スペクトルをはじめとする各種スペクトル測定により構造解析を行った。バルク電解による電気化学的な一電子還元を各々の付加体に対して行い、得られたアニオン体の各種温度における1H及び13C NMR測定から、付加体のf電子に由来する磁気異方的な挙動の観測に成功した。
  • Positional Control of Encapsulated Atoms Inside a Fullerene Cage by Exohedral Chemical Functionalization
    May 2008, 213th ECS meeting, Oral presentation(general)
  • 金属内包フラーレンLa@C82の可逆反応
    2008, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), フラーレンの可逆付加反応はフラーレンの分離法や位置選択的多段階付加反応を制御し得るテンプレートとして有用である。すでに私達は金属内包フラーレンLa@C82とシクロペンタジエンとの反応を検討し、付加反応が高選択的に進行することを報告している。また逆反応が速やかに進行することを見出した。本研究では反応機構の解明と付加体の安定性の向上を目的として、1,2,3,4,5-ペンタメチルシクロペンタジエンとの反応を検討した。付加体の構造を単結晶X線構造解析により明らかにし、化学反応性および位置選択性を理論計算に基づいて明らかにしたので合わせて報告する。
  • 化学修飾によるフラーレンケージに内包された金属原子の配向制御
    2007, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), C80ケージに金属原子を二個内包した金属内包フラーレンM2@C80は、Ih対称という非常に高い対称を有しており、C60よりも小さいHOMO-LUMOギャップを有することなどから注目を集めている。特に、NMR解析などにより金属原子がフラーレンの内部空間で三次元のランダムな回転運動を有していることが明らかになっており、内包金属原子の動的挙動に興味が持たれている。本研究ではM2@C80に種々の化学修飾を施すことにより、外界から隔絶された金属原子の配向を水平方向、斜め方向、垂直方向へと自在に制御することに成功した。
  • La@C82とシクロペンタジエン誘導体の可逆付加反応
    2007, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), Diels-Alder反応を用いたフラーレンの可逆付加反応は、フラーレンの分離法や位置選択的な多段階付加反応を制御しえるテンプレートとして利用されている大変興味深い反応系である。すでに我々は、金属内包フラーレンLa@C82・シクロペンタジエン誘導体の合成を行い、付加反応に高い位置選択性があることを見出した。さらに、誘導体の反応速度について明らかにした。しかしこの付加反応は逆反応が非常に早く進行してしまう。そこで、反応機構の検証および付加体の安定性を向上させる目的でペンタメチルシクロペンタジエンを用いて反応を行なった。各種測定結果により付加反応の選択性と付加体の安定性について検討を行なったのでこれらを報告する。
  • フラーレンケージに内包された金属原子の動的挙動制御
    2006, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), フラーレンケージの内部空間に金属原子を内包した金属内包フラーレンは、金属原子が外部環境から孤立して存在しているため非常に興味深い化学種である。中でも金属原子を二個内包した金属内包フラーレンM2@C80は、内包原子がケージ内部の中空空間で三次元の自由回転をしており, その動的挙動に興味が持たれている。 本研究ではM2@C80(M = La and Ce)に対し含ケイ素三員環化合物であるジシリランを用いたケイ素化反応およびアゾメチンイリドを用いた1,3-双極子環化付加反応を行ない、付加体を合成した。NMRスペクトル解析および単結晶X線構造解析により、ジシリラン付加体では内包原子が二次元的回転に変化するのに対し、1,3-双極子環化付加体では一箇所に局在化することを見出した。
  • Silylation of endohedral Dimetallofullerenes
    Dec. 2005, International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2005), Oral presentation(general)
  • 金属内包フラーレンM2@C80の化学修飾
    2005, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), 金属内包フラーレンM2@C80(M = 内包された金属原子)は, 内包原子がフラーレンの内部空間で三次元の自由回転をしており, その動的挙動に興味が持たれている. この動的挙動はケージ内部の静電ポテンシャル分布から説明でき, 化学修飾を施し静電ポテンシャル分布を制御することによって内包原子の動的挙動を制御できると期待できる. 本研究ではM2@C80に対しジシリランを用いたケイ素化反応, アゾメチンイリドを用いた1,3-双極子環化付加反応を行ない, ジシリラン付加体では内包金属原子が二次元的回転に変化するのに対し, 1,3-双極子環化付加体では一箇所に局在化することを見出した.
  • Chemical Functionalization of Dimetallofullerenes
    Oct. 2004, 206th ECS Meeting (2004 Joint International Meeting), Poster presentation
  • 金属内包フラーレンの化学修飾
    2004, 基礎有機化学討論会要旨集(基礎有機化学連合討論会予稿集), 金属内包フラーレンの化学反応による誘導体の合成に成功した。誘導体の構造は各種NMRあるいはESRの測定及び、最終的にはX-線結晶構造解析により決定した。誘導体の電気的特性についても併せて報告する。

Acquisition of external funds

  • フラーレンへの位置選択的二重開口反応を駆使する筒状ナノカーボン分子の創製
    Grants-in-Aid for Scientific Research, Representative, Representative
  • 光電変換材料を指向した剛直なフラーレン誘導体の創製と配列制御
    Other external funds, Representative, Representative
  • 空間を介したフラーレンπ電子共役系の拡張と制御に関する研究
    Other external funds, Representative, Representative
  • 金属内包フラーレンの分子変換法の創出と機能開拓
    Grants-in-Aid for Scientific Research, Allotter, Allotter
  • フラーレンの多重開口反応による湾曲ナノカーボン分子のトップダウン合成
    Grants-in-Aid for Scientific Research, Representative, Representative
  • フラーレンを基盤とする阻害剤開発のための分子間相互作用の計測と評価
    Other external funds, Representative, Representative
  • 鉄原子内包フラーレン合成への挑戦
    Other external funds, Representative, Representative
  • 金属内包フラーレンの化学修飾による機能開拓
    Grants-in-Aid for Scientific Research, Allotter, Allotter
  • 動的共有結合を介したポルフィリンの組織化に基づくナノカーボンの分子認識
    Grants-in-Aid for Scientific Research, Representative, Representative
  • 遷移金属触媒を用いたカスケード反応によるフラーレンのワンポット分子変換法の開発
    Other external funds, Representative, Representative
  • 遷移金属カルベン錯体を用いたフラーレンの分子変換による革新的な光電変換材料の開発
    Other external funds, Representative, Representative
  • 捩じれたπ電子系分子ピンセットを用いたカーボンナノチューブの光学分割
    Grants-in-Aid for Scientific Research, Representative, Representative
  • カーボンナノチューブのキラリティを認識するπ電子系分子ピンセットの開発
    Other external funds, Representative, Representative
  • π空間に閉じ込められた物質系の創製と機能
    Grants-in-Aid for Scientific Research, Allotter, Allotter

Awards

  • 2015 PCCP Prize for Outstanding Achievement of Young Scientists in Physical Chemistry and Chemical Physics
    Mar. 2015
  • 第4回大澤賞
    Mar. 2008
  • 学長表彰
    Mar. 2008
  • 第4回研究科長賞
    Mar. 2008