Photolyses of Derivatives of Naphthyl and Anthryl Phosphates and Methylphosphonates

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Abstract

Upon UV irradiation in acetonitrile, tri-1-naphthyl phosphate and di-1-naphthyl methylphosphonate underwent intramolecular rearrangement and <i>ipso</i>-coupling to give 1,2′-binaphthalen-1′-ol and 1,1′-binaphthalene, respectively. In the photolyses of tris(4-methoxy-1-naphthyl) phosphate and bis(4-methoxy-1-naphthyl) methylphosphonate in methanol, 4,4′-dimethoxy-1,1′ -binaphthalene, 1′,4,4′-trimethoxy-1,2′-binaphthalene, and 2,4,4′-trimethoxy-1,1′-binaphthalene were generated. Tri-9-anthryl phosphate and di-9-anthryl methylphosphonate underwent intramolecular (4+4) photocycloaddition between two anthryl groups. The fluorescence spectra of the naphthyl derivatives had two emission bands ascribed to an intramolecular excimer and a monomer, but the fluorescence spectra of the anthryl derivatives had only a monomer emission band. These photoluminescence behaviors are closely related to the reactivities of the compounds.

Journal

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 68(11), 3189-3197, 1995-11-15

    The Chemical Society of Japan

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Codes

  • NII Article ID (NAID)
    10008895339
  • NII NACSIS-CAT ID (NCID)
    AA00580132
  • Text Lang
    ENG
  • Article Type
    ART
  • ISSN
    00092673
  • Data Source
    CJP  J-STAGE 
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