Cleavage Mode of Benzyltributylstannane Radical Cations Produced in Photoinduced Electron Transfer

  • Shunichi Fukuzumi
    Department of Applied Chemistry, Faculty of Engineering, Osaka UniversityYamadaoka, Suita, Osaka
  • Kiyomi Yasui
    Department of Applied Chemistry, Faculty of Engineering, Osaka UniversityYamadaoka, Suita, Osaka
  • Shinobu Itoh
    Department of Applied Chemistry, Faculty of Engineering, Osaka UniversityYamadaoka, Suita, Osaka

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<jats:title>Abstract</jats:title> <jats:p>Cleavage of metal-carbon bond of benzyltributylstannane radical cation produced in photoinduced electron transfer from benzyltributylstannane to 10-methylacridinium ion occurs to give benzyl radical rather than benzyl cation, resulting in formation of 9-benzyl-10-methyl-9,10-dihydroacridine selectively in dehydrated acetonitrile. In the presence of water, however, 10-methyl-9,10-dihydroacridine is also formed via electron transfer from benzyl radical to the dihydroacridine radical cation produced by protonation of acridinyl radical following the initial photoinduced electron transfer.</jats:p>

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  • Chemistry Letters

    Chemistry Letters 26 (2), 161-162, 1997-02-01

    Oxford University Press (OUP)

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