• RecordNumber
    217
  • Doc. No.
    208A
  • Call. No.
    208A
  • Author

    Mallakpour, S. E.,Williamson, J. R

  • Title of Article

    Synthesis and trapping of 3,4,3 ,4ʹ-thetradehyorobiphenyl (Bisbenzyne)

  • Title Of Periodical
    IRAN J. CHEM. ENG.
  • VolumNumber
    V.10, No.1
  • Date
    (1991)
  • Page
    P.66-78
  • Descriptors
    Benzyne,Bisbenzyne,Diels-Alder reaction,Cycloaddition reaction,Reactive intermediate
  • Abstract
    3,3ʹ-Dicarboxy-4,4ʹ-diaminobiphenyl was synthesized from onitrobenzoic acid following standard procedures. Diazotization of thid compound with isoamylnitrite, under aprotic condition gave diphenyl-4,4ʹ-bis-diazonium-s,sʹ-dicarboxylate and subsequent thermal decomposition of this diazonium compound produced 3,4,3ʹ,4,-tetradehydrobiphenyl (bisbenzyne) as a reactive intermediate. Bisbenzyne was trapped with the diene 2,3,4,5,-tetraphenylcyclopentadienone via a [4+2]Diels-Alder cycloaddition reaction yielding the previously unreported 5,6,7,5ʹ,6ʹ,7ʹ,8ʹ, octaphenyl-2,2ʹ-binaphthyl. This novel compound was fully characterized by elemental analysis IR and 1HNMR spectroscopy.
  • Indexer
    76/11
  • IndexDate
    Shahsavary
  • اطلاعات ثبت
    GN113218