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2001 Fiscal Year Final Research Report Summary

Creation of Characteristic Delocalized Electronic Systems

Research Project

Project/Area Number 10146104
Research Category

Grant-in-Aid for Scientific Research on Priority Areas (A)

Allocation TypeSingle-year Grants
Research InstitutionOsaka University

Principal Investigator

NAKASUJI Kazuhiro  Graduate School of Science, Osaka University, Professor, 大学院・理学研究科, 教授 (60028230)

Co-Investigator(Kenkyū-buntansha) TOBE Yoshito  Graduate School of Engineering Science, Osaka University, Professor, 大学院・理学研究科, 教授 (60127264)
KOBAYASHI Keiji  Graduate School of Arts and Sciences, The University of Tokyo, Professor, 大学院・総合文化研究科, 教授 (50012456)
ODA Masaji  Graduate School of Science, Osaka University, Professor, 大学院・理学研究科, 教授 (60004438)
Project Period (FY) 1998 – 2000
KeywordsDelocalized electronic system / Extended electronic system / Spin conjugated system / Hydrogen-electron interacted system
Research Abstract

This research project aims to create organic materials which show characteristic functions and physical properties, by designing and synthesizing novel conjugated molecules and molecular systems having characteristic mode of electronic delocalization. Especially, unprecedented and complex functions are searched by constructing dynamic electronic delocalized systems which can interchange functions by applying heat, light, magnetic field, eletric field, and so on. The main research results are as follows :
(AO1) The group of "Extended conjugated systems" have intensively carried the synthesis and development of novel extended conjugated molecules and supramolecules with new topologies and new functions.
(AO2) The group of "Spin conjugated electronic systems" has explored and characterized various stable open-shell species which include satiable carbene, persilylbenzen dianion, divalent species of Si and Pb, and chiral organic magnets with reasonable stability and high spin states.
(AO3) The group of "Proton-electron coupling systems" has explored the proton-electron cooperative systems, proton dynamic dielectric response systems, and electron-hydrogen-charge transfer systems by creating new concept, constructing new molecular systems and controlling molecular electronic functions.

  • Research Products

    (40 results)

All Other

All Publications (40 results)

  • [Publications] H.Kurata: "7,7,8,8-Tetra(2-thienyl)-p-quinodimethanes.New Electron-Donating p-Quinodimethanes"Chem.Lett. 519-520 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Suzuki: "Synthesis and Characterisation of 2,6-Di-tert-butyl-1-thio-1,4-benzoquinone,the First Isolable Monothio-1,4-benzoquinone"J.Chem.Soc.Chem.Commun. 1357-1358 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H.Kurata: "Synthesis of Novel Cage Molecules Bicapped with Tri(2-thienyl)methanes"J.Chem.Soc.Chem.Commun. 529-530 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Kawase: "All-Hydrocarbon Inclusion Complexes of Carbon Nanorings,Cyclic[6]-and[8]Paraphenylacetylenes"Angew.Chem.. (in press). (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Kawase: "Complexation of a Carbon Nanoring with Fullerenes"Angew.Chem. (in press). (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Tobe: "Synthesis and Association Behavior of[4.4.4.4.4.4]Metacyclophanedodecayne Derivatives with Interior Binding Groups"Angew.Chem.,Int.Ed. 37. 1285-1287 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Tobe: "[16.16.16](1,3,5)Cyclophanetetracosayne(C60H6):A Precursor to C60 Fullerene"J.Am.Chem.Soc. 120. 4544-4545 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Tobe: "Pyridine Analogue of Macrocyclic Polyyne C58H4N2 as a Precursor to Diazafullerene C58N2"J.Chem.Soc.Chem.Commun. 1625-1626 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Tobe: "[2+2]Cycloreversion of[4.3.2]Propella-1,3,11-trienes:An Approach to Cyclo[n]carbons from Propellane-Annelated Dehydro[n]annulenes"J.Am.Chem.Soc. 122. 1762-1775 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Tobe: "Synthesis and Association Behavior of Butadiyne-Bridged[44](2,6)Pyridinophane and[46](2,6)Pyridinophane and[46](2,6)Pyridinophane Derivatives"Org.Lett.. 2. 3265-3268 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] N.Hayashi: "Guest-Incorporation in Ternary Clathrate Formation is Random but Shows Site-Selectivity"J.Am.Chem.Soc.. 120. 3799-3800 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H.Ohnuki: "Preparation of a New Conducting Langmuir-Blodgett Films Based on Oxygen Substituted TTF Derivative"Synth.Metals. 102. 1699-1700 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Takahashi: "Furane-fused TCNQ and DCNQ;Synthesis and Properties"J.Org.Chem.. 65. 2577-2579 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Sekiya: "Intramolecular Migration of Bulky Substituents in the Solid State;Vinylogous Pinacol Rearrangements Induced Thermally and by Acid Catalysis"J.Am.Chem.Soc. 122. 10282-10288 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Tanaka: "Solid State Solvolysis of Thiophene-Substituted Trityl-Type Alcohols:Nucleophilic Substitution Induced via Solid State Cogrinding with DDFQ Followed by Exposure to Methanol Vapor"J.Org.Chem.. 66. 803-808 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Ohashi: "4,8,12,16-Tetra-tert-butyl-s-indaceno[1,2,3-cd:5,6,7-c'd']diphenalene:A Four-Stage Amphoteric Redox System"J.Am.Chem.Soc. 120. 2018-2027 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Tadokoro: "Cation Dependent Formation of Superstructures by One-Pot Self-Organization of Hydrogen-Bonded Nickel Complexes"Angew.Chem.Int.Ed.Engl.. 38. 95-98 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Morita: "New Persistent Radicals:Synthesis and Electronic Spin Structure of 2,5-Di-t-Butyl-6-Oxophenalenoxyl Derivatives"J.Am.Chem.Soc. 122. 4825-4826 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Tadokoro: "Hydrogen Bonded 2.2'-Biimidazolate Transition Metal Complexes as a Tool of Crystal Engineering"Cord.Chem.Rev. 198. 205-218 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.Inoue: "The First Detection of a Clar's Hydrocarbon,2,6,10-Tri-tert-Butyltriangulene:A Ground-State Triplet of Non-Kekule Polynuclear Benzenoid Hydrocarbon"J.Am.Chem.Soc. (in press). (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H. Kurata, M. Inase, and M. Oda: "7,7,8,8-Tetra-(2-thienyl)-p-quinodimethanes. New Electron-Donating p-Quinodimethanes."Chem. Lett.. 519-520 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R. suzuki, K. Matsumoto, H. Kurata, and M. Oda: "Synthesis and Characterisation of 2,6-Di-tert-butyl-1-thio-1,4-benzoquinone, the First Isolable Monothio-1,4-benzoquinone."J. Chem. Soc. Chem.Commun.. 1357-1358 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Kurata, H. Nakaminami, K. Matsumoto, T. Kawase, and M. Oda: "Synthesis of Novel Cage Molecules Bicapped with Tri(2-thienyl)methanes."J. Chem. Soc. Chem. Commun.. 529-530 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Kawase, Y. Seirai, H. R. Darabi, M. Oda, Y. Sarakai, and K. Tashiro: "All-Hydrocarbon Inclusion Complexes of Carbon Nanorings, Cyclic [6]- and [8]- Paraphenylacetylenes."Chem.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Kawase, K. Tanaka, H. R. Darabi, and M. Oda: "Complexation of a Carbon Nanoring with Fullerenes."Angew. Chem.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Tobe, N. Utsumi, A. Nagano, and K. Naemura: "Synthesis and Association Behavior of [4.4.4.4.4.4]-Metacyclophanedodecayne Derivatives with Interior Binding Groups."Chem., Int. Ed.. 37. 1285-1287 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Tobe, N. Nakagawa, K. Naemura, T. Wakabayashi, T. Shida, and Y. Achiba: "[16.16.16](1,3,5)Cyclophane-tetracosayne (C_<60>H_6) : A Precursor to C_<60> Fullerene."J. Am.Chem. Soc.. 120. 4544-4545 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Tobe, H. Nakanishi, M. Sonoda, T. Wakabayashi, and Y. Achiba: "Pyridine Analogue of Macrocyclic Polyyne C_<58>H_4N_2 as a Precursor to Diazafullerene C_<58>N_2"J. Chem. Soc. Chem. Commun.. 1625-1626 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Tobe, T. Fujii, H. Matsumoto, K. Tsumuraya, D. Noguchi, N. Nakagawa, M. Sonoda, K. Naemura, Y. Achiba, and T. Wakabayashi: "[2+2] Cycloreversion of [4.3.2]Propella-1,3,11-trienes : An Approach to Cyclo[n]-carbons from Propellane-Annelated Dehydro[n]-annulenes."J. Am. Chem. Soc.. 122. 1762-1775 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Tobe, A. Nagano, K. Kawabata, M. Sonoda, and K. Naemura: "Synthesis and Association Behavior of Butadiyne-Bridged [4_4](2,6)Pyridinophane and [4_6](2,6)Pyridinophane Derivatives."Org. Lett.. 2. 3265-3268 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] N. Hayashi, K. Kuruma, Y. Mazaki, T. Imakubo, and K. Kobayashi: "Guest-Incorporation in Ternary Clathrate Formation is Random but Shows Site-Selectivity."J. Am.Chem. Soc.. 120. 3799-3800 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Ohnuki, M. Nagata, Y. Ishizaki, T. Imakubo, K. Kobayashi, R. Kato, and M. Izumi: "Preparation of a New Conducting Langmuir-Blodgett Films Based on Oxygen Substituted TTF Derivative."Synth. Metals. 102. 1699-1700 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Takahashi and K. Kobayashi: "Furane-fused TCNQ and DCNQ; Synthesis and Properties."J. Org. Chem.. 65. 2577-2579 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R. Sekiya, K. Kiyooka, T. Imakubo, and K. Konbayashi: "Intramolecular Migration of Bulky Substituents in the Solid State; Vinylogous Pinacol Rearrangements Induced Thermally and by Acid Catalysis."J. Am. Chem. Soc.. 122. 10282-10288 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Tanaka, N. Tanifuji, S. Hatada, and K. Kobayashi: "Solid State Solvolysis of Thiophene-Substituted Trityl-Type Alcohols : Nucleophilic Substitution Induced via Solid State Cogrinding with DDFQ Followed by Exposure to Methanol Vapor."J. Org. Chem.. 66. 803-808 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Ohashi, T. Kubo, T. Masui, K. Yamamoto, K. Nakasuji, T. Takui, Y. Kai, and I. Murata: "4,8,12,16-Tetra-tert-butyl-s-indaceno[1,2,3-cd : 5,6,7-c'd']diphenalene : A Four-Stage Amphoteric Redox System."J. Am. Chem. Soc.. 120. 2018-2027 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Tadokoro, K. Isobe, H. Uekusa, Y. Ohashi, J. Toyoda, K. Tashiro and K. Nakasuji: "Cation Dependent Formation of Superstructures by One-Pot Self. Organization of Hydrogen-Bonded Nickel Complexes."Angew. Chem. Int. Ed. Engl.. 38. 95-98 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Morita, T. Ohba, N. Haneda, S. Maki, J. Kawai, K. Hatanaka, D. Shiomi, K. Sato, T. Takui, and K. Nakasuji: "New Persistent Radicals : Synthesis and Electronic Spin Structure of 2,5-Di-t-Butyl-6-Oxo-phenalenoxyl Derivatives."J. Am. Chem. Soc.. 122. 4825-4826 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Tadokoro, K. Nakasuji: "Hydrogen Bonded 2.2'-Biimidazolate Transition Metal Complexes as a Tool of Crystal Engineering."Cord. Chem. Rev.. 198. 205-218 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. Inoue: "The First Detection of a Clar's Hydrocarbon, 2,6-10-Tri-tert-Butyltriangulene : A Ground-state riplet of Non-Kekule Polynuclear Benzenoid Hydrocarbon."J. Am. Chem. Soc.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2003-09-17  

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