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Specific photochemical behavior of pyrazolines and construction of its electron transfer system

Research Project

Project/Area Number 18550173
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic industrial materials
Research InstitutionChiba University

Principal Investigator

KITAMURA Akihide  Chiba University, General Education Center, Professor (00143248)

Project Period (FY) 2006 – 2007
Project Status Completed (Fiscal Year 2007)
Budget Amount *help
¥4,250,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥450,000)
Fiscal Year 2007: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2006: ¥2,300,000 (Direct Cost: ¥2,300,000)
KeywordsPhotochemistry / Organic Chemistry / Photochemical Property / Sensitization / Nano Material / 光スイッチ
Research Abstract

Radical cations generated from cyclic azoalkanes by photoinduced electron transfer (PET) have recently been investigated and produced a few characteristic compounds by rearrangements and solvent additions. The reaction mechanisms become complex when the generated radical cations have the possibility of rearranging due to their geometric constraints and stabilities, as these species appear to be involved in denitrogenation. In our previous studies using the 1-pyrazolines and 9, 10-dicyanoanthracene (DCA) as an electron accepting sensitizer, the PET reaction was found to cause aryl migration involving the radical cation intermediates. In spite of the fact that the behavior of the nitrogen-retained radical cations are of considerable interest, nitrogen-retained products by the PET reaction have not been obtained, and the products are nitrogen-eliminated compounds. In this project, we report the first example of the use of cyclic azoalkanes for the PET reaction in which nitrogen-retained products are obtained from the radical cation species of 3-alkylidene-1-pyrazolines having an exocyclic double bond, and that the successful detection of the nitrogen-retained radical cations was accomplished by a laser flash photolysis (LFP) technique.

Report

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

    (19 results)

All 2008 2007 2006

All Journal Article (15 results) (of which Peer Reviewed: 7 results) Presentation (4 results)

  • [Journal Article] Supramolecular Nanoribbons and Nanoropes Generated from Hy drogen-Bonded Supramolecular Polymers Containing Perylene Bis imide Chromophores2007

    • Author(s)
      S. Yagai
    • Journal Title

      ORGANIC LETTERS 9

      Pages: 1137-1140

    • 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] Gelation-Assisted Control over Excitonic Interaction in Merocyanine Supramolecular Assemblies.2007

    • Author(s)
      S. Yagai
    • Journal Title

      Angew. Chem. Int. Ed. 46

      Pages: 8005-8009

    • 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] Diversification of Self-Organaized Architectures in Supramolecular Dye Assemblies.2007

    • Author(s)
      S. Yagai
    • Journal Title

      J. Amer. Chem. Soc. 129

      Pages: 13277-13287

    • 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] Supramolecular Nanoribbons and Nanoropes Generated from Hydrogen-Bonded Supramolecular Polymers Containing Perylene Bisimide Chromophores2007

    • Author(s)
      S. Yagai, Y. Monma, N. Kawauchi, T. Karatsu, A. Kitamura
    • Journal Title

      ORGANIC LETTERS 9

      Pages: 1137-1140

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Gelation-Assisted Control over Excitonic Interaction in Merocyanine Supramolecular Assemblies2007

    • Author(s)
      S. Yagai, M. Ishii, N. Kawauchi, T. Karatsu, A. Kitamura
    • Journal Title

      Angew. Chem. Int. Ed 46

      Pages: 8005-8009

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Diversification of Self-Organaized Architectures in Supramolecular Dye Assemblie2007

    • Author(s)
      S. Yagai, T. Kinoshita, M. Higashi, K. Kishikawa, S. Nakahara, T. Karatsu, A. Kitamura
    • Journal Title

      J. Amer. Chem. Soc 129

      Pages: 13277-13287

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Gelatioll-Assisted Control over Excitonic Interaction in Merocyanine Supramolecular Assemblies2007

    • Author(s)
      S. Yagai
    • Journal Title

      Angew. Chem. Int. Ed 46

      Pages: 8005-8009

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Diversification of Self-Organaized Architectures in Supramolecular Dye Assemblies2007

    • Author(s)
      S. Yagai
    • Journal Title

      J. Amer, Chem. Soc. 129

      Pages: 13277-13287

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Supramolecular Nanoribbons and Nanoropes Generated from Hydrogen-Bonded Supramolecular Polymers Containing Perylene Bisimide Chromophores2007

    • Author(s)
      S.Yagai
    • Journal Title

      ORGANIC LETTERS 9・6

      Pages: 1137-1140

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Photoresponsive Self-Assembly and Self-Organization of Hydrogen-Bonded Supramolecular Tapes2006

    • Author(s)
      S. Yagai
    • Journal Title

      Chemistry, a European Journal 2006

      Pages: 3984-3994

    • 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] Tunable interchromophore electronic interaction of a merocyaninedye in hydrogen-bonded supramolecular assemblies scaffolded by bismelamine receptore2006

    • Author(s)
      S. Yagai
    • Journal Title

      Chemical Communications 2006

      Pages: 1500-1502

    • 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] Photoresponsive Self-Assembly and Self-Organization of Hydrogen - Bonded Supramolecular Tapes2006

    • Author(s)
      S. Yagai, T. Iwamura, K. Kishikawa, S. Nakahara, T. Karatsu, A. Kitamura
    • Journal Title

      Chemistry, a European Journal 2006

      Pages: 3984-3994

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Tunable interchromophore electronic interaction of a merocyanine dye in hydrogen-bonded supramolecular assemblies scaffolded by bismelamine receptore2006

    • Author(s)
      S. Yagai, M. HItashi, T. Karatsu, A. Kitamura
    • Journal Title

      Chemical Communications 2006

      Pages: 1500-1502

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Photoresponsive Self-Assembly and Self-Organization of Hydrogen-Bonded Supramolecular Tapes2006

    • Author(s)
      S.Yagai
    • Journal Title

      Chemistry, a European Journal 2006・12

      Pages: 3984-3994

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Tunable interchromophore electronic interaction of a merocynanine dye in hydrogen-bonded supramolecular assemblies scaffolded by bismelamine receptore2006

    • Author(s)
      S.Yagai
    • Journal Title

      Chemical Communications 2006

      Pages: 1500-1502

    • Related Report
      2006 Annual Research Report
  • [Presentation] 4-アルキリデンピラゾリン類の分子内・分子間光誘起電子移動反応2008

    • Author(s)
      田澤 強
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      立教大学、東京
    • Year and Date
      2008-03-27
    • Related Report
      2007 Annual Research Report
  • [Presentation] Behavior of Trimethylenemethane Type Radical Cation Genenrated from Photoinduced Electron Transfer Reaction of 4-Alkylidene Pyrazolines.2007

    • Author(s)
      A. Kitamura
    • Organizer
      XXIII International Conference on Photochemistry 2007
    • Place of Presentation
      Cologne, Germany
    • Year and Date
      2007-08-02
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Behavior of Trimethylenemethane Type Radical Cation Genenrated from Photoinduced Electron Transfer Reaction of 4-Alkylidene Pyrazolines2007

    • Author(s)
      A. Kitamura
    • Organizer
      XXIII International Conference on Photochemistry 2007
    • Place of Presentation
      Cologne, Germany
    • Year and Date
      2007-08-02
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Behavior of Trimethylenemethane Tpype Radical Cation Genenrated from Photoinduced Electron Transer Reaction of 4-Alkylidene Pyrazolines.2007

    • Author(s)
      A. Kitamura
    • Organizer
      XXIII International Conference on Photochemistry 2007
    • Place of Presentation
      Cologne,Germany
    • Year and Date
      2007-08-02
    • Related Report
      2007 Annual Research Report

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

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