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1992 Fiscal Year Final Research Report Summary

Syntheses of Organic Conductive Compounds

Research Project

Project/Area Number 03650704
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionHIROSHIMA UNIVERSITY

Principal Investigator

OTSUBO Tetsuo  Hiroshima Univ. Fac. of Eng. Prof., 工学部, 教授 (80029884)

Co-Investigator(Kenkyū-buntansha) ASO Yoshio  Hiroshima Univ. Fac. of Eng. Assit., 工学部, 助手 (60151065)
OGURA Fumio  Hiroshima Univ. Fac. of Eng. Prof., 工学部, 教授 (90028150)
Project Period (FY) 1991 – 1992
KeywordsOrganic Conductor / Complex Charge-transfer / Electron Donor / Electron Acceptor / Heteroatom / Chalcogen Atom
Research Abstract

As part of our interest to develop organic metals, we have designed two novel types of chalcogen-containing compounds, i.e., (1) peri-dichalcogen arenes and (2) fused heteroarenes. (1) Peri-dichalcogen bridged arenes represented by tetrathiotetracene are a prototype of superior electron donors. We have been interested in 1,9- and 4,10-bridged anthracenes and 1,10- and 8,10-bridged phenanthrenes. They could be improved by modifications with methyl and methylthio substitutions, readily forming a variety of conductive charge-transfer complexes with typical electron acceptors such as TCNQ, DMTCNQ, and TNAP. (2) Perylene and pyrene are typical hydrocarbons forming conductive halogen complexes. We have been interested in two novel sulfur-containing heteroarenes isoelectronic with perylene and pyrene in the neutral or oxidation state. Their structures were elucidated by an X-ray analysis to have quite planar molecular geometries. They also formed highly conductive complexes with some electron acceptors.

  • Research Products

    (24 results)

All Other

All Publications (24 results)

  • [Publications] H.MIYAMOTO et al.: "Dimethyl and tetramethyl derivatives of anthra[1,9-cd:11,12-c'd']bis[1,2]dichalcogenoles." Synthetic Metals. 42. 2389-2392 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H.ISHIDA et al.: "2,5-Bis(dicyanomethylene)-2,5-dihydrofuran and its conjugated homologues as novel oxygen-containing electron acceptors" Synthetic Metals. 41. 811-814 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.TAKIMIYA et al.: "Syntheses and properties of dimethyl and tetramethyl anthral[1,9-cd:4,10-c'd']bis[1,2]-dichalcogenoles and their charge-transfer complexes." Bulletin of the Chemical Society of Japan. 64. 2091-2102 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] F.OGURA et al.: "Design of novel chalcogen-containing organic metals: extensively conjugated electron donors and acceptors with reduced on-site coulomb repulsion." Sulfur Reports. 11. 439-464 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.TAKIMIYA et al.: "Phenanthro[1,10-cd:8,9-c'd']bis[1,2]-dithiole and -diselenole as novel electron donors." Journal of the Chemical Society,Chemical Communications. 278-280 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.WATANABE et al.: "Synthesis and properties of naphtho[1,8-bc:4,5-b'c']dithiophene as a novel heterocyclic electron donor." Chemisty Letters. 1233-1236 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.TAKIMIYA et al.: "Synthesis,molecular structure,and properties of 1,9-dithia[2.2]metacyclophane." Chemistry Express. 7. 865-868 (1992)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.TAKIMIYA et al.: "Fecile preparation and charge-transfer complexes of naphtho[1,8-bc:4,5-b'c']dithiophene and 2,5-dimethyl and bis(methylthio) derivatives." Chemistry Letters. 365-368 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.OTSUBO et al.: "Syntheses,structure,and properties of 2,3,6,7-tetrathiabenzo[1,3-cd:4,6-c'd']dipentalene and its methyl,ethyl,methylthio derivatives:novel fused polynuclear heteroarenes." Bulletin of the Chemical Society of Japan. 65. (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.FUJII et al.: "2,6-Bis(dicyanomethylene)-2,6-dihydrobenzo-[1,2-b:4,5-b']dithiophene as a novel electron acceptor." Synthetic Metals. IN PRESS (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.FUJII et al.: "Syntheses and properties of ethanediylidene-2,2'-(5-dicyanomethylene-3-thiolene) and its dibromo derivatives as new extensively conjugated electron acceptors." Synthetic Metals. (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.YANAGIMOTO et al.: "11,11,12,12-Tetracyano-2,6-anthraquinodimethane(TANT) as a novel extensive electron acceptor." Journal of the Chemical Society,Chemical Communications. (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H. Miyamoto et al.: "Dimethyl and tetramethyl derivatives of anthra-[1,9-cd:11,12-c'd']bis[1,2]di-chalcogenoles." Synth. Metals. Vol.42. 2389-2392 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Ishida et al.: "2,5-Bis(dicyano-methylene)-2,5-dihydrofuran and its conjugated homologues as novel oxygen-containing electron acceptors." Symth. Metals. Vol.41. 811-814 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Takimiya et al.: "Syntheses and properties of dimethyl and tetramethyl anthra[1,9-cd:4,10-c'd']bis[1,2]di-chalcogenoles and their charge-transfer complexes." Bull. Chem. Soc. Jpn. Vol.64. 2091-2102 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] F. Ogura et al.: "Design of novel Chalcogen-containing organic metals: extensively conjugated electron donors and acceptors with reduced on-site coulomb repulsion." Sulfur Reports. Vol.11. 439-464 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Takimiya et al.: "Phenanthro[1,10-cd:8,9-c'd']bis[1,2]-dithiole and -diselenole as novel electron donors." J. Chem. Soc., Chem. Commun. 278-280 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Watanabe et al.: "Synthesis and properties of naphtho[1,8-bc:4,5-b'c']dithiophene as a novel heterocyclic electron donor." Chem. Lett.1233-1236 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Takimiya et al.: "Synthesis, molecular structure, and properties of 1,9- dithia[2.2]metacyclophane." Chem. Express. Vol.7. 865-868 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Takimiya et al.: "Facile preparation and charge-transfer complexes of naphtho[1,8-bc:4,5-b'c']dithiophenes and 2,5-dimethyl and bis(methylthio) derivatives." Chem. Lett.365-368 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Otsubo et al.: "Syntheses, structure, and properties of 2,3,6,7-tetrathia-benzo[1,3-cd:4,6-c'd']dipentalene and its methyl, ethyl, methylthio derivatives: novel fused polynuclear heteroarenes." Bull. Chem. Soc. Jpn.Vol.65. (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Fujii et al.: "2,6-Bis(dicyano-methylene)-2,6-dihydrobenzo[1,2-b:4,5-b']dithiophene as a novel electron acceptor." Synth. Metals. (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Fujii et al.: "Syntheses and properties of ethanediylidene-2,2'-(5-dicyanomethylene-3-thiolene) and its dibromo derivatives as new extensively conjugated electron acceptors." Synth. Metals. (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Yanagimoto et al.: "11,11,12,12-Tetracyano-2,6-anthraquinodimethane (TANT) as a novel extensive electron acceptor." J. Chem. Soc., Chem. Commun. (1993)

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

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Published: 1994-03-24  

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