Exploration of Purely Organic Mole cular Metal Based on Hydrogen-Bond and Charge-Transfer Interaction

• Project/Area Number: 20550051
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Fukui University of Technology
• Principal Investigator: NAKASUJI Kazuhiro Fukui University of Technology, 工学部, 教授 (60028230)
• Co-Investigator(Kenkyū-buntansha): MORITA Yasushi 大阪大学, 大学院・理学研究科, 准教授 (70230133)
• Project Period (FY): 2008 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000); Fiscal Year 2010: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000); Fiscal Year 2009: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2008: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
• Keywords: 水素結合 / 電荷移動相互作用 / 分子性金属 / プロトン-電子連動系 / 結晶構造制御 / 電子ドナー分子 / イミダゾール / 核酸塩基 / 電荷移動 / 電子ドナー / プロトン / ドナー

Research Abstract

In order to explore purely organic molecular metals exhibiting peculiar properties and multiple functions based on the cooperation of hydrogen-bond and charge-transfer interactions, we have designed and synthesized new electron-donor molecules composed of tetrathiafulvalene analogues and hydrogen-bonding groups such as imidazole and nucleobases. These new molecules formed diverse network structures by robust hydrogen-bonds, and achieved highly conducting charge-transfer complexes with organic electron-acceptors molecules.

Research Products

• [Journal Article] ESR and ^1H-, ^<19>F-ENDOR/TRIPLE Study of Fluorinated Diphenylnitroxides as Synthetic Bus Spin-Qubit Radicals with Client Qubits in Solution (2011)
  • Author(s): 吉野共広、森田靖
  • Journal Title: The Journal of Physical Chemistry Letters Volume: 2 Pages: 449-453
  • Peer Reviewed
• [Journal Article] Supramolecular Architectures and Hydrogen-Bond Directionalities of 4,4'-Biimidazole Metal Complexes Depending on Coordination Geometries (2010)
  • Author(s): Murata T.; Yakiyama Y.; Nakasuji K.; Morita, Y.
  • Journal Title: Cryst.Growth Des. 10 Pages: 4898-4905
  • Peer Reviewed
• [Journal Article] Triple-Stranded Metallo-Helicates Addressable as Lloyd's Electron Spin-Qubits (2010)
  • Author(s): Morita Y.; Yakiyama Y.; Nakazawa S.; Murata T.; Ise T.; Hashizume D.; Shiomi D.; Sato K.; Kitagawa M.; Nakasuji K.; Takui T.
  • Journal Title: J.Am.Chem.Soc. 132 Pages: 6944-6946
  • Peer Reviewed
• [Journal Article] Synthesis, Crystal Structure, and Charge-Transfer Complexes of TTF Derivatives Having Two Imidazole Hydrogen-Bonding Units (2010)
  • Author(s): Murata T.; Morita Y.; Yakiyama Y.; Nakasuji K.
  • Journal Title: Physica B : Condensed Matter 405
  • Peer Reviewed
• [Journal Article] Air-stable Curved π-Radical Based on Corannulene : Dynamic Electronic-spin Structure Induced by Temperature-dependent Conformational Changes (2010)
  • Author(s): 上田顕、森田靖
  • Journal Title: Australian Journal of Chemistry Volume: 63 Pages: 1627-1633
  • Peer Reviewed
• [Journal Article] Supramolecular Architectures and Hydrogen-Bond Directionalities of 4,4'-Biimidazole Metal Complexes Depending on Coordination Geometries (2010)
  • Author(s): 村田剛志、森田靖
  • Journal Title: Crystal Growth & Design Volume: 10 Pages: 4898-4905
  • Peer Reviewed
• [Journal Article] Hexaazaphenalene Derivatives : One-Pot Synthesis, Hydrogen-Bonded Chiral Helix, and Fluorescence Properties (2010)
  • Author(s): 鈴木修一、森田靖
  • Journal Title: Organic Letters Volume: 12 Pages: 5036-5039
  • Peer Reviewed
• [Journal Article] Alternating Covalent Bonding Interactions in a One-Dimensional Chain of a Phenalenyl-Based Singlet Biradical Molecule Having Kekule Structures (2010)
  • Author(s): 清水章弘、森田靖
  • Journal Title: Journal of the American Chemical Society Volume: 132 Pages: 14421-14428
  • Peer Reviewed
• [Journal Article] A Bowl-Shaped ortho-Semiquinone Radical Anion : Quantitative Evaluation of the Dynamic Behavior of Structural and Electronic Features (2010)
  • Author(s): 上田顕、森田靖
  • Journal Title: Angewandte Chemie International Edition Volume: 49 Pages: 6333-6337
  • Peer Reviewed
• [Journal Article] Triple-Stranded Metallo-Helicates Addressable as Lloyd's Electron Spin-Qubits (2010)
  • Author(s): 森田靖
  • Journal Title: Journal of the American Chemical Society Volume: 132 Pages: 6944-6946
  • Peer Reviewed
• [Journal Article] Three-dimensional Intramolecular Exchange Interaction in A Curved and Non-alternant π-Conjugated System : Corannulene with Two Phenoxyl Radicals (2010)
  • Author(s): 上田顕
  • Journal Title: Angewandte Chemie International Edition vol 49 Pages: 1678-1682
  • Peer Reviewed
• [Journal Article] Molecular Electron-spin Quantum Computers and Quantum Information Processing : Pulse-based Electron Magnetic Resonance Spin Technology Applied to Matter Spin-qubits (2009)
  • Author(s): 佐藤和信
  • Journal Title: Journal of Materials Chemistry vol 19 Pages: 3739-3753
  • Peer Reviewed
• [Journal Article] (2009)
  • Author(s): 佐藤和信
  • Journal Title: Molecular Realizations of Quantum Computing 2007(Kinki University Series on Quantum Computing, Vol.2)(World Scientific) Pages: 58-162
• [Journal Article] Curve-Structured Phenalenyl Chemistry : Synthesis, Electronic Structure, and Bowl-Inversion Barrier of a Phenalenyl-Fused Corannulene Anion (2009)
  • Author(s): Iketaki, K.
  • Journal Title: J. Phys. Chem. C 113 Pages: 1515-1519
  • Peer Reviewed
• [Journal Article] Synthesis, Crystal Structure, and Properties of a New Hydrogen-Bonded Electron-Donor : 1,6-Dithiapyrene-Imidazole (2008)
  • Author(s): Morita Y.; Yakiyama Y.; Murata T.; Nakasuji K.
  • Journal Title: Solid State Sci. 10 Pages: 1720-1723
  • Peer Reviewed
• [Journal Article] Hydrogen-Bond Architectures of Protonated 4,4'-Biimidazolium Derivatives and Oligo(imidazolium)s in Charge-Transfer Salts with Tetracyanoquinodimethane (2008)
  • Author(s): Murata T.; Morita Y.; Yakiyama Y.; Yamamoto Y.; Yamada S.; Nishimura Y.; Nakasuji K.
  • Journal Title: Cryst.Growth Des. 8 Pages: 3058-3065
  • Peer Reviewed
• [Journal Article] Curve-Structured Phenalenyl Chemistry : Synthesis, Electronic Structure, and Bowl-Inversion Barrier of a Phenalenyl-Fused Corannulene Anion (2008)
  • Author(s): Nishida, S.
  • Journal Title: J. Am. Chem. Sc 130 Pages: 14954-14955
  • Peer Reviewed
• [Journal Article] Synthesis, Crystal Structure, and Properties of a New Hydrogen-bonded Electron-donor : 1, 6-Dithiapyrene-imidazole (2008)
  • Author(s): Morita, Y.
  • Journal Title: Solid State Sci. 10 Pages: 1720-1723
  • Peer Reviewed
• [Journal Article] Hydrogen-Bond Architectures of Protonated 4, 4-Biimidazolium Derivatives and Oligo(imidazolium)s in Charge-Transfer Salts with Tetracyanoquinodimethane (2008)
  • Author(s): Murata, T.
  • Journal Title: Cryst. Growth Des. 8 Pages: 3058-3065
  • Peer Reviewed
• [Journal Article] Oxophenalenoxyl : Novel Stable Neutral Radical with a Unique Spin-Delocalized Nature Depending on Topological Symmetries and Redox State (2008)
  • Author(s): Morita, Y.
  • Journal Title: Pure Appl. Chem. 80 Pages: 507-517
  • Peer Reviewed
• [Journal Article] Synthetic Organic-spin Chemistry for Structurally Well-defined Open-shell Graphene Fragments
  • Author(s): 森田靖
  • Journal Title: Nature Chemistry Volume: (印刷中)
  • Peer Reviewed
• [Journal Article] Electronic Effect Stabilization of Spin-Delocalized Neutral Radical : Synthesis of 8-Cyano-6-oxophenalenoxyl Derivative and Quantitative Evaluation of the Electronic Structure based on Resonance Structure
  • Author(s): 西田辰介、森田靖
  • Journal Title: Chemistry-An Asian Journal Volume: (印刷中)
  • Peer Reviewed
• [Journal Article] Synthesis, Crystal Structure, and Charge-Transfer Complexes of TTF Derivatives Having Two Imidazole Hydrogen-Bonding Units
  • Author(s): 村田剛志
  • Journal Title: Physica B (印刷中)
  • Peer Reviewed
• [Presentation] Synthetic Organic-spin Chemistry:空気中でも安定な炭素中心型中性ラジカルの新展開 (2011)
  • Author(s): 森田靖
  • Organizer: 日本化学会中国四国支部 岡山地区化学講演会
  • Place of Presentation: 岡山大学津島キャンパス(招待講演)
  • Year and Date: 2011-01-31
• [Presentation] Solution-stability and Optical Resolution of Triply-helical Metal Complexes of Quaterimidazole (2010)
  • Author(s): Morita Y.; Yakiyama Y.; Murata T.; Ise T.; Sato K.; Takui T.; Nakasuji K.
  • Organizer: Designed π Systems Synthesis, Properties, Theory and Function at 2010 International Chemical Congress of Pacific Basin Societies
  • Place of Presentation: Honolulu米国
• [Presentation] Tetraselenafulvalenes Having Imidazole Ring Systems: Hydrogen-Bonded Structures and Conductive Charge-Transfer Complexes (2010)
  • Author(s): Murata T.; Morita Y.; Nakasuji K.
  • Organizer: International Conference on Science and Technology of Synthetic Metals 2010 (ICSM2010)
  • Place of Presentation: 京都
• [Presentation] Solution-stability and Optical Resolution of Triply-helical Metal Complexes of Quaterimidazole (2010)
  • Author(s): 森田靖
  • Organizer: Designed π Systems-Synthesis, Properties, Theory and Function" at 2010 International Chemical Congress of Pacific Basin Societies
  • Place of Presentation: Honolulu(米国)(招待講演)
• [Presentation] 三重らせん構造を形成するオリゴイミダゾール金属錯体の合成と光学分割 (2010)
  • Author(s): 焼山佑美
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 近畿大学(東大阪市)
• [Presentation] TTFを導入したクアテルイミダゾールと金属イオンとの錯形成挙動 (2010)
  • Author(s): 松井佑実子
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 近畿大学(東大阪市)
• [Presentation] 拡張性を有する物質スピン量子ビットへの挑戦:オリゴイミダゾールから成る三重らせん型金属錯体の磁気的希釈単結晶の合成とその電子スピン構造 (2009)
  • Author(s): 焼山佑美・森田靖・村田剛志・伊瀬智章・中澤重顕・橋爪大輔・塩見大輔・佐藤和信・北川勝浩・中筋一弘・工位武治
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬
• [Presentation] Synthesis, Crystal Structure, and Charge-Transfer Complexes of TTF Derivatives Having Two Imidazole Hydrogen-Bonding Units (2009)
  • Author(s): Murata T.; Morita Y.; Yakiyama Y.; Nakasuji K.
  • Organizer: Eighth International Symposium On Crystalline Organic Metals, Superconductors And Ferromagnets (ISCOM 2009)
  • Place of Presentation: 北海道
• [Presentation] Metal Complexes-Based Matter Spin-Qubits : New Approach and Materials Challenge for Implementation of Quantum Computers and Quantum Information Processing Systems (2009)
  • Author(s): 焼山佑美
  • Organizer: The 3rd Japanese-Russian Workshop on Open Shell Compounds and Molecular Spin Devices
  • Place of Presentation: 兵庫県立 淡路夢舞台国際会議場(淡路市)
• [Presentation] TTF-introduced Quaterimidazole : New Building Block for the Chiral Molecular Assemblies with Electron-donating Ability (2009)
  • Author(s): 松井佑実子
  • Organizer: The 3rd Japanese-Russian Workshop on Open Shell Compounds and Molecular Spin Devices
  • Place of Presentation: 兵庫県立 淡路夢舞台国際会議場(淡路市)
• [Presentation] 拡張性を有する物質スピン量子ビットへの挑戦:オリゴイミダゾールから成る三重らせん型金属錯体の磁気的希釈単結晶の合成とその電子スピン構造 (2009)
  • Author(s): 焼山佑美
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬大学工学部(桐生市)
• [Presentation] TTFを導入したクアテルイミダゾール誘導体の合成と性質 (2009)
  • Author(s): 松井佑実子
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬大学工学部(桐生市)
• [Presentation] Synthesis, Crystal Structure, and Charge-Transfer Complexes of TTF Derivatives Having Two Imidazole Hydrogen-Bonding Units (2009)
  • Author(s): 焼山佑美
  • Organizer: 8th International Symposium On Crystalline Organic Metals, Superconductors And Ferromagnets(ISCOM2009)
  • Place of Presentation: 北海道ヒルトンニセコビレッジ(北海道ニセコ町)
• [Presentation] Exploration of Multi-stranded Helical Metal Complexes Composed of Oligo(imidazole)s (2009)
  • Author(s): 焼山佑美
  • Organizer: 4th East Asia Symposium on Functional Dyes and Advanced Materials(EAS4)
  • Place of Presentation: 大阪インターナショナルハウス(大阪市)
• [Presentation] 電子ドナーを置換した6-オキソフェナレノキシル安定中性ラジカルのスピン中心移動とクロミズム (2008)
  • Author(s): 山中あずさ
  • Organizer: 第6回京都大学福井謙一記念研究センターシンポジウム
  • Place of Presentation: 京都
  • Year and Date: 2008-12-02
• [Presentation] 有機π電子系への電子スピンや水素結合能の導入 : 分子間相互作用の制御に基づく特異な動的電子物性の創出 (2008)
  • Author(s): 森田靖
  • Organizer: 第2回有機π電子系シンポジウム
  • Place of Presentation: 広島
• [Presentation] Triple-Helicate System. Composed of Different Types of Linearly-Connected Oligo(imidazole)s and Metal Cations (2008)
  • Author(s): Yakiyama, Y.
  • Organizer: The International Workshop on Molecular Information and Dynamics 2008
  • Place of Presentation: 台湾
• [Presentation] クアテルイミダソールを基盤とする三重らせん型錯体における磁気的性質 (2008)
  • Author(s): 焼山佑美
  • Organizer: 第19回基礎有機化学討論会
  • Place of Presentation: 大阪大学
• [Presentation] 鎖状に連結した新規なイミダゾール3量体の合成とその金属イオンとの錯形成挙動の解明 (2008)
  • Author(s): 松井佑実子
  • Organizer: 第19回基礎有機化学討論会
  • Place of Presentation: 大阪
• [Presentation] イミダゾールの鎖状連結体が形成する三重らせん型金属錯体とその多次元ネットワーク構造 (2008)
  • Author(s): 焼山佑美
  • Organizer: 第3回ホスト・ゲスト化学シンポジウム
  • Place of Presentation: 上智大学
• [Book] Stable Radicals : Fundamental and Applied Aspects of Odd-electron Compounds
  • Author(s): 森田靖
  • Publisher: Wiley-Blackwell, Ltd.(印刷中)
• [Remarks]
  • URL: http://www.chem.sci.osaka-u.acjp/lab/nakasuji/morita/index.html
• [Patent(Industrial Property Rights)] 有機半導体素子 (2009)
  • Inventor(s): 森田靖
  • Industrial Property Rights Holder: 国立大学法人大阪大学、株式会社カネカ
  • Filing Date: 2009-11-25
  • Overseas