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Development of chiral organic conductor based on TTF-functionalized oligo(imidazole)-helicates

Research Project

Project/Area Number 23750039
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionOsaka University

Principal Investigator

MURATA Tsuyoshi  大阪大学, 大学院・理学研究科, 招へい研究員 (40535358)

Project Period (FY) 2011 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2012: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2011: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Keywords有機導体 / キラリティー / ヘリケート / 合成化学 / 有機導電体
Research Abstract

In order to explore multi-functional molecular materials by the combination of the helical chirality of oligoimidazole-helicates and TTF-based molecular conductors, we designed TTF-functionalized oligoimidazoles. We succeeded in the synthesis of a benzo-TTF substituted quaterimidazole, which selectively formed a dinuclear triple-helicate with Ni(II) ion. TTF skeletons of the helicate were oxidized with iodine to give a semiconducting salt.

Report

(3 results)
  • 2012 Final Research Report ( PDF )
  • 2011 Research-status Report   Annual Research Report
  • Research Products

    (37 results)

All 2013 2012 2011 Other

All Journal Article (21 results) (of which Peer Reviewed: 21 results) Presentation (13 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Cooperation of Hydrogen-Bond and Charge-Transfer Interactions in Molecular Complexes in the Solid State2013

    • Author(s)
      Y. Morita, 他2名
    • Journal Title

      Bull. Chem. Soc. Jpn

      Volume: 86 Issue: 2 Pages: 183-197

    • DOI

      10.1246/bcsj.20120241

    • NAID

      10031155739

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nucleobase-Functionalized 1,6-Dithiapyrene-Type Electron-Donors: Supramolecular Assemblies by Complementary Hydrogen-Bonds and π-Stacks2012

    • Author(s)
      T. Murata, E. Miyazaki, K. Nakasuji, Y.Morita
    • Journal Title

      Cryst. Growth Des.

      Volume: 12 Pages: 5815-5822

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Modulation of Charge-Transfer Complexes Assisted by Complementary Hydrogen-Bonds of Nucleobases: TCNQ Complexes of an Uracil Substituted EDO-TTF2012

    • Author(s)
      T. Murata, Y. Umemoto, E. Miyazaki, K.Nakasuji, Y. Morita
    • Journal Title

      CrystEngComm

      Volume: 14 Pages: 6881-6887

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Development of Organic Conductors with Self-Assembled Architectures of Biomolecules: Synthesis and Crystal Structures of Nucleobase-Functionalized Tetrathiafulvalene Derivatives2012

    • Author(s)
      T. Murata, E. Miyazaki, S. Maki, Y.Umemoto, M. Ohmoto, K. Nakasuji, Y.Morita
    • Journal Title

      Bull. Chem. Soc. Jpn

      Volume: 85 Pages: 995-1006

    • NAID

      40019411957

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Tetrathiafulvalene-Type Electron Donors Bearing Biimidazole Moieties: Multifunctional Units with Hydrogen Bonding Abilities2012

    • Author(s)
      T. Murata, K. Nakasuji, Y. Morita
    • Journal Title

      Eur. J. Org. Chem

      Pages: 4123-4129

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Phase Transition Behavior in the Mixed Crystal of Pristine and Mono-Methyl Substituted EDO-TTF2012

    • Author(s)
      T. Hiramatsu, T. Murata, X. Shao, Y.Nakano, H. Yamochi, M. Uruichi, K.Yakushi, K. Tanaka
    • Journal Title

      Phys. Status Solidi, C

      Volume: 9 Pages: 1155-1157

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Intermolecular Hydrogen-Bond Networks and Physical Properties of BF_4- and TCNQ・-Salts of Three-Fold Symmetric Tris(alkylamino)-phenalenyliums2012

    • Author(s)
      T. Murata, E. Miyazaki, T. Yokoyama, K. Nakasuji, Y. Morita
    • Journal Title

      Cryst. Growth Des

      Volume: 12 Pages: 804-810

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Nucleobase-Functionalized 1,6-Dithiapyrene-type Electron-donors: Supramolecular Assemblies by Complementary Hydrogen-bonds and π-Stacks2012

    • Author(s)
      T. Murata, E. Miyazaki, K. Nakasuji, Y. Morita
    • Journal Title

      Cryst. Growth Des.

      Volume: 12 Issue: 11 Pages: 5815-5822

    • DOI

      10.1021/cg301414s

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Modulation of Charge-transfer Complexes Assisted by Complementary Hydrogen Bonds of Nucleobases: TCNQ Complexes of a Uracil-substituted EDO-TTF2012

    • Author(s)
      Y. Morita, 他4人
    • Journal Title

      CrystEngComm

      Volume: 14 Issue: 20 Pages: 6881-6887

    • DOI

      10.1039/c2ce25889g

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of Organic Conductors with Self-assembled Architectures of Biomolecules: Synthesis and Crystal Structures of Nucleobase-functionalized Tetrathiafulvalene Derivatives2012

    • Author(s)
      Y. Morita, 他6人
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 85 Issue: 9 Pages: 995-1006

    • DOI

      10.1246/bcsj.20120102

    • NAID

      130004153120

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Tetrathiafulvalene-type Electron Donors Bearing Biimidazole Moieties: MultifunctionalUnits with Hydrogen Bonding Abilities2012

    • Author(s)
      T. Murata, K. Nakasuji, Y. Morita
    • Journal Title

      Eur. J. Org. Chem

      Volume: 22 Issue: 22 Pages: 4123-4129

    • DOI

      10.1002/ejoc.201200426

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Phase Transition Behavior in the Mixed Crystal of [(EDO-TTF)_<1-x>(MeEDO-TTF)_x]_2PF_6 (x<0.345)2012

    • Author(s)
      平松孝章, 村田剛志, 邵向鋒, 中野義明, 矢持秀起, 売市幹大, 薬師久弥, 田中耕一郎
    • Journal Title

      Physica Status Solidi, C

      Volume: Vol. 9 Issue: 5 Pages: 1155-1157

    • DOI

      10.1002/pssc.201100743

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Phase Transition Behavior in the Mixed Crystal of [(EDO-TTF)1-x(MeEDO-TTF)x]2PF6 (x < 0.345)2012

    • Author(s)
      平松孝章・村田剛志・邵 向鋒・中野義明・矢持秀起・売市幹夫・薬師久弥・田中耕一郎
    • Journal Title

      Physica Status Solidi

      Volume: 未定

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Intermolecular Hydrogen-Bond Networks and Physical Properties of BF_4- and TCNQ- Salts of Three-Fold Symmetric Tris(alkylamino)phenalenyliums2012

    • Author(s)
      T.Murata, E.Miyazaki, T.Yokoyama, K.Nakasuji, Y.Morita
    • Journal Title

      Crystal Growth & Design

      Volume: 12 Issue: 2 Pages: 804-810

    • DOI

      10.1021/cg201120s

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Organic Tailored Batteries Materials Using Stable Open-Shell Molecules with Degenerate Frontier Orbitals2011

    • Author(s)
      Y. Morita, S. Nishida, T. Murata, M.Moriguchi, A. Ueda, M. Satoh, K. Arifuku, K. Sato, T. Takui
    • Journal Title

      Nat. Mater

      Volume: 10 Pages: 947-951

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Redox-Active Tubular Frameworks with TTF: Self-Assemblies by Complementary Hydrogen-Bonds and π-Stacks of TTF-Phenyluracil2011

    • Author(s)
      T. Murata, S. Maki, M. Ohmoto, E.Miyazaki, Y. Umemoto, K. Nakasuji, Y.Morita
    • Journal Title

      CrystEngComm

      Volume: 13 Pages: 6880-6884

    • Related Report
      2012 Final Research Report 2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Solution-Stable Triple-Helicates of Quaterimidazole: Three-Dimensional Crystal Structures and Optical Resolution by Chiral-Column HPLC2011

    • Author(s)
      Y. Yakiyama, T. Murata, T. Ise, D.Shiomi, K. Sato, T. Takui, K. Nakasuji, Y.Morita
    • Journal Title

      Eur. J. Inorg. Chem

      Pages: 3438-3495

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Proton-Transfer Salts between an EDT-TTF Derivative Having Imidazole-ring and Anilic Acids: Multi-Dimensional Networks by Acid-Base Hydrogen-Bonds, π-Stacks and Chalcogen Atom Interactions2011

    • Author(s)
      T. Murata, Y. Yakiyama, K. Nakasuji, Y.Morita
    • Journal Title

      CrystEngComm

      Volume: 13 Pages: 3689-3691

    • Related Report
      2012 Final Research Report 2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Organic Tailored Batteries Materials Using Stable Open-shell Molecules with Degenerate Frontier Orbitals2011

    • Author(s)
      Y. Morita, 他8名
    • Journal Title

      Nature Mater

      Volume: 10 Issue: 12 Pages: 947-951

    • DOI

      10.1038/nmat3142

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Solution-Stable Triple-Helicates of Quaterimidazole : Three-Dimensional Crystal Structures and Optical Resolution by Chiral-Column HPLC2011

    • Author(s)
      Y.Yakiyama, T.Murata, T.Ise, D.Shiomi, K.Sato, T.Takui, K.Nakasuji, Y.Morita
    • Journal Title

      European Journal of Inorganic Chemistry

      Volume: 2011 Issue: 23 Pages: 3438-3495

    • DOI

      10.1002/ejic.201100488

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Cooperation of Hydrogen-Bond and Charge-Transfer Interactions in Molecular Complexes in the Solid State

    • Author(s)
      Y. Morita, T. Murata, K. Nakasuji
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: (印刷中)

    • NAID

      10031155739

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Presentation] Transport Property of n-Stacked Radical Polymer of Trioxotriangulene Derivatives2012

    • Author(s)
      村田剛志, 森田靖
    • Organizer
      International Symposium Material Science Opened by Molecular Degree of Freedom (MDF2012)
    • Place of Presentation
      宮崎国際会議場(宮崎県)
    • Year and Date
      2012-12-14
    • Related Report
      2011 Annual Research Report
  • [Presentation] Sexiimidazole-based Trinuclear Triplehelicates for Lloyd's Electron Spin Qubits2012

    • Author(s)
      Y. Morita, H. Nobukuni, T. Murata, K. Sato, M. Kitagawa, T. Takui
    • Organizer
      科研費 新学術領域研究「量子サイバネティクス」第7回総括班会議
    • Place of Presentation
      ハイアットリージェンシー京都
    • Related Report
      2012 Final Research Report
  • [Presentation] ランタノイドイオンに対するオリゴイミダゾールの錯形成挙動2012

    • Author(s)
      信国浩文・村田剛志・森田 靖
    • Organizer
      日本化学会第92 春季年会
    • Place of Presentation
      慶應義塾大学 日吉キャンパス・矢上キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] Chiral Helicates of Oligo(imidazole)s: The First Challenge for Quantum Physics from Supramolecular Chemistry2012

    • Author(s)
      Y. Morita, T. Murata
    • Organizer
      International Symposium on Macrocyclic and Supramolecular Chemistry (ISMSC-7)
    • Place of Presentation
      オタゴ大学 (ニュージーランド)
    • Related Report
      2012 Final Research Report
  • [Presentation] Sexiimidazole-based Trinuclear Triple-helicates for Lloyd's Electron Spin Qubits2012

    • Author(s)
      Y. Morita, H. Nobukuni, T. Murata, K. Sato, M. Kitagawa, T. Takui
    • Organizer
      新学術領域研究「量子サイバネティクス」第7回総括班会議
    • Place of Presentation
      ハイアットリージェンシー京都(京都市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 中性ラジカルとアニオン塩の自己集合:トリオキソトリアンギュレンから成る混合原子価π積層ポリ2012

    • Author(s)
      村田剛志, 森田靖
    • Organizer
      第9回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      北海道大学(札幌市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 混合原子価有機結晶:トリオキソトリアンギュレン中性ラジカルとアニオンが構築する一次元積層とその物性2012

    • Author(s)
      村田剛志・森田 靖
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学 日吉キャンパス・矢上キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] ランタノイドイオンに対するオリゴイミダゾールの錯形成挙動2012

    • Author(s)
      信国浩文・焼山佑美・村田剛志・森田 靖
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学 日吉キャンパス・矢上キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] Chiral Helicates of Oligo(imidazole)s: The First Challenge for Quantum Physics from Supramolecular Chemistry2012

    • Author(s)
      森田 靖・信国浩文・焼山佑美・村田剛志
    • Organizer
      2012 International Symposium on Macrocyclic and Supramolecular Chemistry (ISMSC-7)
    • Place of Presentation
      ニュージーランド オタゴ大学
    • Related Report
      2011 Research-status Report
  • [Presentation] イミダゾール六量体から形成される三核三重らせん錯体の合成と構造2011

    • Author(s)
      信国浩文・村田剛志・森田 靖
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば国際会議場
    • Related Report
      2012 Final Research Report 2011 Research-status Report
  • [Presentation] Trioxotriangulene Neutral Radical: Modulation of Electronic and Crystal Structures by Substituent Effects2011

    • Author(s)
      村田剛志
    • Organizer
      MDF International Workshop on Open-shell Organic Molecules -Synthesis and Electronic Structure Freedom-(招待講演)
    • Place of Presentation
      大阪市・梅田スカイビル
    • Related Report
      2011 Research-status Report
  • [Presentation] カルバゾール基を導入したトリオキソトリアンギュレン中性ラジカルの合成と物性2011

    • Author(s)
      村田剛志・仮屋薗和貴・神崎祐貴・塩見大輔・佐藤和信・工位武治・森田 靖
    • Organizer
      第22回基礎有機化学討論会
    • Place of Presentation
      つくば国際会議場
    • Related Report
      2011 Research-status Report
  • [Presentation] 巨大π電子系を有する有機中性ラジカルの分子内自由度設計2011

    • Author(s)
      村田剛志・森田 靖
    • Organizer
      科研費新学術領域研究「分子自由度が拓く新物質科学」第5回領域会議
    • Place of Presentation
      東京大学・本郷キャンパス
    • Related Report
      2011 Research-status Report
  • [Remarks] 研究室ホームページ

    • URL

      http://www.chem.sci.osaka-u.ac.jp/lab/nakasuji/morita/index.html

    • Related Report
      2011 Research-status Report
  • [Patent(Industrial Property Rights)] 有機半導体を用いた赤外線センサ2012

    • Inventor(s)
      森田 靖, 村田剛志, 横山正明, 辻良太郎, 大塚岳夫, 宮里涼子
    • Industrial Property Rights Holder
      国立大学法人大阪大学、株式会社カネカ
    • Industrial Property Number
      2012-035378
    • Filing Date
      2012-02-21
    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] 有機半導体を用いた赤外線センサ2012

    • Inventor(s)
      森田 靖・村田剛志・横山正明・辻 良太郎・大塚岳夫・宮里涼子
    • Industrial Property Rights Holder
      国立大学法人大阪大学、株式会社カネカ
    • Industrial Property Number
      2012-035378
    • Filing Date
      2012
    • Related Report
      2011 Research-status Report

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Published: 2011-08-05   Modified: 2019-07-29  

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