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Regio-controlled Functionalization of Endohedral Metallofullerene

Research Project

Project/Area Number 21550032
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionUniversity 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
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2011: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2010: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2009: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
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 / Diels-Alder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

Report

(4 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (34 results)

All 2012 2011 2010 2009

All Journal Article (15 results) (of which Peer Reviewed: 15 results) Presentation (19 results)

  • [Journal Article] Organosulfur-based Fullerene Materials2011

    • Author(s)
      T.Nakahodo, M.O.Ishitsuka, Y.Takano, T.Tsuchiya, T.Akasaka, A.Herranz, N.Martin, D.M.Guldi, S.Nagase
    • Journal Title

      Phosphorus, Sulfur, Silicon Relat.Elem.

      Volume: 186 Issue: 5 Pages: 1308-1311

    • DOI

      10.1080/10426507.2010.523033

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Regioselective Bis-functionalization of Endohedral Dimetallofullerene, La_2@C_<80> : Extremal La-La Distance2011

    • Author(s)
      Midori O.Ishitsuka
    • Journal Title

      Jornal of the American Chemical Society

      Volume: 133 Issue: 18 Pages: 7128-7134

    • DOI

      10.1021/ja200903q

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • 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

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Highly Regioselective Synthesis of Bis-Aziridino[60]fullerene with Sulfilimine2011

    • Author(s)
      M.Okada, T.Nakahodo, M.O.Ishitsuka, H.Nikawa, T.Tsuchiya, T.Akasaka, T.Fujie, T.Yoshimura, Z.Slanina, S.Naga
    • Journal Title

      Chem.Asian J.

      Volume: 6 Issue: 2 Pages: 416-423

    • DOI

      10.1002/asia.201000244

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • 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

      Heteroat.Chem.

      Volume: 2 Pages: 426-431

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Photochemical Addition of C_<60> with Siliranes: Synthesis and Characterization of Carbosilylated and Hydrosilylated C_<60> Derivatives2010

    • Author(s)
      J. Nagatsuka, S. Sugitani, M. Kako, T. Nakahodo, N. Mizorogi, M.0. Ishitsuka, Y. Maeda, T. Tsuchiva, T. Akasaka, X. Gao, S. Nagase
    • Journal Title

      J. Am. Chem. Soc

      Volume: 132 Issue: 34 Pages: 12106-12120

    • DOI

      10.1021/ja1049719

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Retro-reaction of Singly Bonded La@C_<82>, Derivatives2010

    • Author(s)
      Y. Takano, M. O. Ishitsuka, T. Tsuchiya, T. Akasaka, T. Kato, S. Nagase
    • Journal Title

      Chem. Commun

      Volume: 46 Issue: 42 Pages: 8035-8036

    • DOI

      10.1039/c0cc03005h

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Chemical Modification of Endohedral Metallofullerene La@C_<82> with 3-Chloro-3-phenyldiazirine2010

    • 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 Issue: 5-6 Pages: 1124-1130

    • DOI

      10.1080/10426501003773464

    • Related Report
      2011 Final Research Report 2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Photochemical Addition of C_60 with Siliranes : Synthesis and Characterization of Carbosilylated and Hydrosilylated C_60 Derivatives2010

    • Author(s)
      J.Nagatsuka, et al.
    • Journal Title

      J.Am.Chem.Soc.

      Volume: 132 Pages: 12106-12120

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Retro-reaction of Singly Bonded La@C_<82> Derivatives2010

    • Author(s)
      Y.Takano, et al.
    • Journal Title

      Chem.Commun.

      Volume: 46 Pages: 8035-8036

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Anisotropic Magnetic Behavior of Anionic Ce@C_<82> Carbene Adducts2009

    • 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 Issue: 26 Pages: 9340-9346

    • DOI

      10.1021/ja902106a

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Regiospecific Addition of La@C_<82> with Alkylidene, Alkyl Radical and Carbanion : Prediction of Regioisomers by Using"Paired Interacting Orbitals"(PIO)Analysis2009

    • Author(s)
      A.Shiga, et al
    • Journal Title

      J.Comput.Chem.Jpn. 8

      Pages: 105-112

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Anisotropic Magnetic Behavior of Anionic Ce@C_<82> Carbene Adducts2009

    • Author(s)
      Y.Takano, et al.
    • Journal Title

      J.Am.Chem.Soc. 131

      Pages: 9340-9346

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Preparation, Characterization and Electrochemical Property of Selenylfullerenes2009

    • Author(s)
      T.Nakahodo, et al.
    • Journal Title

      Phosphorus, Sulfur, and Silicon 184

      Pages: 1523-1540

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Tuning of Electronic Properties of Single-Walled Carbon Nanotubes under Homogenous Condition2009

    • Author(s)
      Y.Maeda, et al.
    • Journal Title

      Chem Phys Chem. 10

      Pages: 926-930

    • Related Report
      2009 Annual Research Report
    • 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
    • Related Report
      2011 Final Research Report
  • [Presentation] ラジカル付加反応によるLa@C82の可逆的電子状態制御2012

    • Author(s)
      高野勇太・石塚(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
    • Place of Presentation
      慶応義塾大学(横浜)
    • Year and Date
      2012-03-25
    • Related Report
      2011 Annual Research Report
  • [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・石塚(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(つくば)
    • Year and Date
      2011-09-22
    • Related Report
      2011 Annual Research Report
  • [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
    • Related Report
      2011 Final Research Report
  • [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
    • Related Report
      2011 Final Research Report
  • [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(生沼)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(つくば)
    • Year and Date
      2011-09-21
    • Related Report
      2011 Annual Research Report
  • [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
    • Related Report
      2011 Final Research Report
  • [Presentation] Bis-functionalization of La_2@C_<80>2010

    • Author(s)
      M.O.Ishitsuka, et al.
    • Organizer
      PACIFICHEM 2010
    • Place of Presentation
      ハワイ、米国
    • Year and Date
      2010-12-15
    • Related Report
      2010 Annual Research Report
  • [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
    • Related Report
      2011 Final Research Report
  • [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, 他
    • Organizer
      日本化学会第4回関東支部大会
    • Place of Presentation
      筑波大学(茨城県)
    • Year and Date
      2010-08-30
    • Related Report
      2010 Annual Research Report
  • [Presentation] Organosulfur-based Fullerene Materials2010

    • 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
    • Related Report
      2011 Final Research Report
  • [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
    • Related Report
      2011 Final Research Report
  • [Presentation] Bis-carbene adduct of La_2@C_<80>2010

    • Author(s)
      M.O.Ishitsuka, et al.
    • Organizer
      217th ECS Meeting
    • Place of Presentation
      バンクーバー、カナダ
    • Year and Date
      2010-04-25
    • Related Report
      2010 Annual Research Report
  • [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2009

    • Author(s)
      石塚(生沼)みどり, 他
    • Organizer
      第20回基礎有機化学討論会
    • Place of Presentation
      群馬大学(桐生市)
    • Year and Date
      2009-09-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] Ce@C_<82>カルベン付加体アニオンの合成と磁気異方性観測2009

    • Author(s)
      高野勇太, 他
    • Organizer
      第20回基礎有機化学討論会
    • Place of Presentation
      群馬大学(桐生市)
    • Year and Date
      2009-09-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] 金属内包フラーレンのシラシクロプロパンによる化学修飾2009

    • Author(s)
      美野輪まり, 他
    • Organizer
      第3回日本化学会関東支部大会
    • Place of Presentation
      早稲田大学(東京)
    • Year and Date
      2009-09-04
    • Related Report
      2009 Annual Research Report
  • [Presentation] Highly Regioselective Adiridination of C_<60> with Sulfilimines2009

    • 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
    • Related Report
      2011 Final Research Report
  • [Presentation] Highly Regioselective Adiridination of C_<60> with Sulfilimines2009

    • Author(s)
      石塚(生沼)みどり, 他
    • 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(つくば)
    • Year and Date
      2009-09-01
    • Related Report
      2009 Annual Research Report
  • [Presentation] Why the Isolated-Pentagon-Rule Is Violated by Endohedral Metallofullerenes? A Chemical Answer2009

    • Author(s)
      X.Lu, 他
    • 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(つくば)
    • Year and Date
      2009-09-01
    • Related Report
      2009 Annual Research Report

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Published: 2009-04-01   Modified: 2016-04-21  

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