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Generation of radical ions of pyrazolines and construction of an electron transfer system.

Research Project

Project/Area Number 16550162
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, Faculty of Engineering, Professor, 工学部, 教授 (00143248)

Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2005: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 2004: ¥2,000,000 (Direct Cost: ¥2,000,000)
KeywordsPhotochemistry / Organic Chemistry / Photochemical Property / Photoswitch / Nano Materical / イオンラジカル / 電子伝達 / 光誘起電子移動 / アゾ化合物
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)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (19 results)

All 2005 2004

All Journal Article (19 results)

  • [Journal Article] Dye-Assissted Structural Modulation of Hydrogen-Bonded Binary Supramolecular Polymers2005

    • Author(s)
      Shiki Yagai
    • Journal Title

      Chemistry of Materials 17・17

      Pages: 4392-4398

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Hierarchical Organization of Photoresponsive Hydroge-Bonded Rosettes2005

    • Author(s)
      Shiki Yagai
    • Journal Title

      American Chemical Society 127・31

      Pages: 11134-11139

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photoluminescence and Electroluminescence of 9,10-Bis(silylethynyl)-anthracene2005

    • Author(s)
      Takashi Karatsu
    • Journal Title

      J. Photopolymer Science and Technology 18・1

      Pages: 65-68

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photocontrollable Self-Assembly2005

    • Author(s)
      Shiki Yagai
    • Journal Title

      Chemistry, a European Journal 11

      Pages: 4054-4063

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Generation and reactions of 3-alkylidene-1-pyrazoline radical cations by photoinduced electron transfer2005

    • Author(s)
      Takashi Karatsu
    • Journal Title

      Tetrahedron Letters 46

      Pages: 261-265

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary 2004 Annual Research Report
  • [Journal Article] Dye-Assissted Structural Modulation of Hydrogen-Bonded Binary Supramolecular Polymers.2005

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

      Chemistry of Materials Vol.17, No.17

      Pages: 4392-4398

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Hierarchical Organization of Photoresponsive Hydrogen-Bonded Rosettes.2005

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

      J.Amer.Chem.Soc. Vol.127, No.31

      Pages: 11134-11139

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photoluminescence and Electroluminescence of 9,10-Bis(silylethynyl)-anthracene.2005

    • Author(s)
      T.Karatsu, R.Hazuku, D.Nishioka, S.Yagai, N.Kobayashi A.Kitamura
    • Journal Title

      J.Photopolymer Science and Technology Vol.18, No.1

      Pages: 65-68

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Photocontrollable Self-Assembly.2005

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

      Chemistry, a European Journal Vol.11, No.11

      Pages: 4054-4063

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Generation and reactions of 3-alkylidene-1-pyrazoline radical cations by photoinduced electron transfer.2005

    • Author(s)
      T.Karatsu, Y.Miyazaki, Y.Shimura, A.Okayasu, T.Suzuki, M.Higashi, S.Yagai, A.Kitamura
    • Journal Title

      Tetrahedron Letters Vol.46, No.2

      Pages: 261-265

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Melamine-Barbiturate/Cyanurate Binary Organogels Possessing Rigid Azobenzene-Tether Moiety2005

    • Author(s)
      S.Yagai
    • Journal Title

      Langmuir 21・24

      Pages: 11048-11052

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Dye-Assissted Structural Modulation of Hydrogen-Bonded Binary Supramolecular Polymers2005

    • Author(s)
      S.Yagai
    • Journal Title

      Chemistry of Materials 17・17

      Pages: 4392-4398

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Hierarchical Organization of Photoresponsive Hydrogen-Bonded Rosettes2005

    • Author(s)
      S.Yagai
    • Journal Title

      J.Amer.Chem.Soc. 127・31

      Pages: 11134-11139

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Photoluminescence and Electroluminescence of 9,10-Bis(silylethynyl)-anthracene2005

    • Author(s)
      T.Karatsu
    • Journal Title

      J.Photopolymer Science and Technology 18・1

      Pages: 65-68

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Photocontrollable Self-Assembly2005

    • Author(s)
      S.Yagai
    • Journal Title

      Chemistry, a European Journal 2005・11

      Pages: 4054-4063

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Evaluation of sensitizing ability of barbiturate-functionalized non-ionic cyanine dyes : application for photoinduced radical generation system initiated by near IR light2005

    • Author(s)
      Takashi Karatsu
    • Journal Title

      Journal of Photochemistry and Photobiology A : Chemistry 170

      Pages: 123-129

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Phototriggered Self-Assembly of Hydrogen-Bonded Rosette2004

    • Author(s)
      Shiki Yagai
    • Journal Title

      Journal of American Chemical Society 126

      Pages: 11500-11508

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary 2004 Annual Research Report
  • [Journal Article] Phototriggered Self-Assembly of Hydrogen-Bonded Rosette.2004

    • Author(s)
      S.Yagai, T.Nakajima, T.Karatsu, K.Saitow, A.Kitamura
    • Journal Title

      J.American Chemical Society Vol.126, No.37

      Pages: 11500-11508

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Binary Supramolecular Gels Based on Bismelamine-Cyanurate/Barbiturate Noncovalent Polymers2004

    • Author(s)
      Shiki Yagai
    • Journal Title

      Chemical Materials 16

      Pages: 3582-3585

    • Related Report
      2004 Annual Research Report

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Published: 2004-04-01   Modified: 2016-04-21  

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