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Construction of non-covalent bond type n-conjugated adducts applicable as molecular wires

Research Project

Project/Area Number 18550165
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional materials/Devices
Research InstitutionShimane University

Principal Investigator

YAMAGUCHI Isao  Shimane University, Department of Material Science, Associate Professor (00272708)

Project Period (FY) 2006 – 2007
Project Status Completed (Fiscal Year 2007)
Budget Amount *help
¥4,150,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥450,000)
Fiscal Year 2007: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2006: ¥2,200,000 (Direct Cost: ¥2,200,000)
Keywordsπ-conjugated guest molecule / cyclodextrin / donor / acceptor / π-conjugated adduct / expansion of π-conjugation system
Research Abstract

AD-π -A (D = donor and A = acceptor)type n-conjugated guest molecule (1) was synthesized by reaction of p-phenylenedimiane, 2-flufural, and 2-pyridinecaroxaldehyde in a 2:1:1 molar ratio. A π-conjugated adduct (2) was obtained from a mixture of an N,N-dimethylformamide solution of 1 with an aqueous solution of γ-cyclodextrin (γ-CD) as a precipitate. Powder X-ray diffraction, solid state ^<13>C NMR, and differential scanning calorimetry analyses suggested that the guest molecules were included in the cavity of γ-CD. Observation of absorption of 2 at a longer wavelength than that of 1 suggested that the adduct 2 has an expanded z-conjugated system. Cyclic voltammetry analysis indicated that 2 received electrochemical oxidation. The D-A interaction between the guest molecules and geometrical fitness were essential for the formation of the expanded π-conjugated system. The adducts were electrochemically active in films.

Report

(3 results)
  • 2007 Annual Research Report   Final Research Report Summary
  • 2006 Annual Research Report
  • Research Products

    (11 results)

All 2007 2006

All Journal Article (11 results) (of which Peer Reviewed: 5 results)

  • [Journal Article] π-Conjugated Polymers Having Diaza[12]annulene Ring and Aminopenta-2,4-dienylidene Groups Generated by Ring-opening of Pyridinium Ring2007

    • Author(s)
      I. Yamaguchi, Y. Gobara, M. Sato
    • Journal Title

      J. Polym. Chem.: Part A: Polym. Chem. 45

      Pages: 1507-1514

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Polymer Possessing Diaza-18-crown 6-Ether Linked by π-Conjugated Aminopenta-2,4-dienylidene Groups Generated by Ring-opening of Pyridinium Ring2007

    • Author(s)
      I. Yamaguchi, S. Shingai, M. Sato
    • Journal Title

      Polym. J. 39

      Pages: 745-748

    • NAID

      10019524560

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] N-Arylated Pyridinium Salts Having Reactive Groups2007

    • Author(s)
      I. Yamaguchi, H. Higashi, S. Shigesue, S. Shingai, H. Higashi, M. Sato
    • Journal Title

      Tetrahedron Lett. 48

      Pages: 7778-7781

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Annual Research Report 2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] π-Conjugated Polymers Having Diaza[12]annulene Ring and Aminopenta-2,4- dienylidene Groups Generated by Ring-opening of Pyriclinium Ring2007

    • Author(s)
      I., Yamaguchi, Y., Gobara, M., Sato
    • Journal Title

      J. Polym. Chem. : Part A : Polym. Chem 45

      Pages: 1507-1514

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Polymer Possessing Diaza-18-crown 6-Ether Linked by n-Conjugated Aminopenta- 2,4-dienylidene Groups Generated by Ring-opening of Pyridinium Ring2007

    • Author(s)
      I., Yamaguchi, S., Shingai, M., Sato
    • Journal Title

      Polym. J 39

      Pages: 745-748

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] N-Arylated Pyridinium Salts Having Reactive Groups2007

    • Author(s)
      I., Yamaguchi, H., Higashi, S., Shigesue, S., Shingai, H., Higashi, M., Sato
    • Journal Title

      Tetrahedron Lett 48

      Pages: 7778-7781

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] π-Conjugated Polymers Having Diaza [12]annulene Ring and Aminopenta-2, 4-dienylidene Groups Generated by Ring-opening of Pyridinium Ring2007

    • Author(s)
      I. Yamaguchi, Y. Gobara, M. Sato
    • Journal Title

      J. Polym. Chem.: Part A: Polym. Chem. 45

      Pages: 1507-1514

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Polymer Possessing Diaza-18-crown 6-Ether Linked by π-Conjugated Aminopenta-2, 4-dienylidene Groups Generated by Ring-opening of Pyridinium Ring2007

    • Author(s)
      I. Yamaguchi, S. Shingai, M. Sato
    • Journal Title

      Polym. J. 39

      Pages: 745-748

    • NAID

      10019524560

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] π-Conjugated Polyphenylenes with Diazaborole Side Chains Synthesized via 1,2-Phenylenediamine Polymer2007

    • Author(s)
      I.Yamaguchi, B.J Choi, T.Koizumi, K.Kubota, T.Yamamoto
    • Journal Title

      Macromolecules 40

      Pages: 438-443

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Inclusion of Polyaniline in the Channel Constructed from Tris(2,3-naphthylenedioxy)cyclotriphosphazene2006

    • Author(s)
      I.Yamaguchi, T.Yamamoto
    • Journal Title

      Polymer Journal 38

      Pages: 495-497

    • NAID

      40007248443

    • Related Report
      2006 Annual Research Report
  • [Journal Article] One Pot Synthesis of N-Substituted Diaza[12]annulenes2006

    • Author(s)
      I.Yamaguchi, Y.Gobara, M.Sato
    • Journal Title

      Organic Letters 8

      Pages: 4279-4281

    • Related Report
      2006 Annual Research Report

URL: 

Published: 2006-04-01   Modified: 2016-04-21  

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