Regio-controlled Functionalization of Endohedral Metallofullerene

2011 Fiscal Year Final Research Report

• Project/Area Number: 21550032
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: University of Tsukuba
• Principal Investigator: OINUMA Midori 筑波大学, 数理物質系, 講師 (20323256)
• Co-Investigator(Renkei-kenkyūsha): AKASAKA Takeshi 筑波大学, 数理物質系, 教授 (60089810)
• Project Period (FY): 2009 – 2011
• Keywords: 金属内包フラーレン / 可逆付加反応 / 化学修飾 / カルベン付加 / ラジカル反応

Research Abstract

Endohedral metallofullerenes have att racted much attention because of their novel structures and electronic and magnetic properties. In this study, I succeeded in the synthesis of new derivatives of endohedral metallofullerenes by chemical reactions, in which the substituents were regioselectively introduced onto fullerene carbon cage in a high yield. I also succeeded in the characterization of these derivativesby using of spectroscopy and a single-crystal X-ray analysis. The results in this study for functionallization of endohedral metal of ullerenes will be useful for synthesis of derivatives and developing new functional materials

Research Products

• [Journal Article] Phosphorus, Sulfur, Silicon Relat (2011)
  • Author(s): Organosulfur-based Fullerene Materials, T. Nakahodo, M. O. Ishitsuka, Y. Takano, T. Tsuchiya, T. Akasaka, A. Herranz, N. Martin, D. M. Guldi, S. Nagase
  • Journal Title: Elem Volume: 186(5) Pages: 1308-1311
  • DOI: DOI:10.1080/10426507.2010.523033
  • Peer Reviewed
• [Journal Article] Regioselective Bis-functionalization of Endohedral Dimetallofullerene, La2@C_<80>: Extremal La.La Distance (2011)
  • Author(s): M. O. Ishitsuka, S. Sano, H. Enoki, S. Sato, H. Nikawa, T. Tsuchiya, Z. Slanina, N. Mizorogi, M. T. H. Liu, T. Akasaka, S. Nagase
  • Journal Title: J. Am. Chem. Soc Volume: 133 Pages: 7128-7134
  • DOI: DOI:10.1021/ja200903q
  • Peer Reviewed
• [Journal Article] Introduction of azetidinimine skeleton on C_<60> (2011)
  • Author(s): N. Ueda, H. Nikawa, Y. Takano, M. O. Ishitsuka, T. Tsuchiya, T. Akasaka
  • Journal Title: Heteroatom Chem Volume: 2 Pages: 426-431
  • DOI: DOI:10.1002/hc
  • Peer Reviewed
• [Journal Article] Highly Regioselective Synthesis of Bis-aziridino[60]fullerene with Sulfilimine (2011)
  • Author(s): M. O. Ishitsuka, H. Nikawa, T. Tsuchiya, T. Akasaka, T. Fujie, T. Yoshimura, Z. Slanina, S. Nagase
  • Journal Title: Chem. Asian J Volume: 6 Pages: 416-423
  • DOI: DOI:10.1002/asia.201000244
  • Peer Reviewed
• [Journal Article] Photochemical Addition of C60 with Siliranes : Synthesis and Characterization of Carbosilylated and Hydrosilylated C)<60> Derivatives (2010)
  • Author(s): J. Nagatsuka, S. Sugitani, M. Kako, T. Nakahodo, N. Mizorogi, M. O. Ishitsuka, Y. Maeda, T. Tsuchiya, T. Akasaka, X. Gao, S. Nagase
  • Journal Title: J. Am. Chem. Soc Volume: 132 Pages: 12106-12120
  • DOI: DOI:10.1021/ja1049719
  • Peer Reviewed
• [Journal Article] Retro-reaction of Singly Bonded La@C_<82>, Derivatives (2010)
  • Author(s): Y. Takano, M. O. Ishitsuka, T. Tsuchiya, T. Akasaka, T. Kato, S. Nagase
  • Journal Title: Chem. Commun Volume: 46 Pages: 8035-8036
  • DOI: DOI:10.1039/c0cc03005h
  • Peer Reviewed
• [Journal Article] Chemical Modification of Endohedral Metallofullerene La@C_<82> with 3-Chloro-3-phenyldiazirine (2010)
  • Author(s): M. O. Ishitsuka, H. Enoki, T. Tsuchiya, Z. Slanina, N. Mizorogi, S. Nagase, M. T. H. Liu, T. Akasaka
  • Journal Title: Phosphorus, Sulfur, and Silicon Volume: 185 Pages: 1124-1130
  • DOI: DOI:10.1080/10426501003773464
  • Peer Reviewed
• [Journal Article] Anisotropic Magnetic Behavior of Anionic Ce@C_<82> Carbene Adducts (2009)
  • Author(s): 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
  • Journal Title: J. Am. Chem. Soc Volume: 131 Pages: 9340-9346
  • DOI: DOI:10.1021/ja902106a
  • Peer Reviewed
• [Presentation] ラジカル付加反応によるLa@C_<82>の可逆的電子状態制御 (2012)
  • Author(s): 高野勇太, 生沼みどり, スラニナズデネク, 赤阪健, 加藤立久, 永瀬茂
  • Organizer: 日本化学会第92春季年会(2012)
  • Place of Presentation: 慶応義塾大学(横浜)
  • Year and Date: 2012-03-25
• [Presentation] 常磁性金属内包フラーレンの可逆的ラジカル反応 (2011)
  • Author(s): 高野勇太, 生沼みどり, スラニナズデネク, 土屋敬広, 赤阪健, 加藤立久, 永瀬茂
  • Organizer: 第22回基礎有機化学討論会
  • Place of Presentation: つくば国際会議場
  • Year and Date: 2011-09-21
• [Presentation] 金属内包フラーレンLa 2@C_<80>の位置選択的付加反応 (2011)
  • Author(s): 石塚みどり, 佐野翔吾, 榎春香, 佐藤悟, 二川秀史, 土屋敬広, Zdenek Slanina, 溝呂木直美, 赤阪健, 永瀬茂
  • Organizer: 第22回基礎有機化学討論会
  • Place of Presentation: つくば国際会議場
  • Year and Date: 2011-09-21
• [Presentation] Bis-functionalization of La2@C_<80> (2010)
  • Author(s): M.O. Ishitsuka, S. Sano, H. Enoki, S.Sato, H. Nikawa, T. Tsuchiya, Z. Slanina, N. Mizorogi, T. Akasaka, S. Nagase
  • Organizer: PACIFICHEM 2010
  • Place of Presentation: Honolulu, Hawaii, U.S.A
  • Year and Date: 2010-12-15
• [Presentation] スルフィルイミンを用いたC_<60>の位置選択的アジリジン化 (2010)
  • Author(s): 石塚みどり, 岡田光了, 仲程司, 二川秀史, 土屋敬広, 赤阪健, 藤江哲夫, 吉村敏章, Slanina Zdenek, 永瀬茂
  • Organizer: 日本化学会第4回関東支部大会(2010)
  • Place of Presentation: 筑波大学
  • Year and Date: 2010-08-30
• [Presentation] Organosulfur-based Fullerene Materials (2010)
  • Author(s): T. Nakahodo, M. O. Ishitsuka, Y. Takano, T. Tsuchiya, M. A. Herranz, N. Martin, D. Guldi, S. Nagase, and T. Akasaka
  • Organizer: 24th International Conference on the Organic Chemistry of Sulfur (ISOCS-24)
  • Place of Presentation: Florence, Italy
  • Year and Date: 2010-07-25
• [Presentation] Bis-carbene adduct of La2@C_<80> (2010)
  • Author(s): M. O. Ishitsuka, S. Sano, H. Enoki, S.Sato, H. Nikawa, T. Tsuchiya, Z. Slanina, N. Mizorogi, T. Akasaka, S. Nagase
  • Organizer: 217th ECS Meeting
  • Place of Presentation: Vancouver, Canada
  • Year and Date: 2010-04-25
• [Presentation] Highly Regioselective Adiridination of C_<60> with Sulfilimines (2009)
  • Author(s): M. O. Ishitsuka, M. Okada, T. Nakahodo, H. Nikawa, T. Tsuchiya, T. Akasaka, T. Fujie, T. Yoshimura, Z. Slanina, S. Nagasem
  • Organizer: 第37回フラーレンナノチューブ総合シンポジウム
  • Place of Presentation: つくば国際会議場
  • Year and Date: 2009-09-01