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Russian Chemical Bulletin

, Volume 47, Issue 6, pp 1098–1104 | Cite as

Effect of the type of linkage between phenyl groups on the structure and photochemical properties of 2,2-diaryl-substituted pyridoannelated [2H]-chromenes

  • S. M. Aldoshin
  • I. I. Chuev
  • O. S. Filipenko
  • A. N. Utenyshev
  • G. Harie
  • V. Lokshin
  • A. Samat
  • R. Guglielmetti
  • G. Pepe
Physical Chemistry

Abstract

Three 2,2-diaryl-substituted pyridoannelated [2H]-chromenes have been studied by X-ray diffraction analysis. Bonding of the benzene rings through bridges of different nature and with different length affects substantially the orientation of the benzene rings, steric interactions at the C center, the conformation of the molecule, and the C−O bond length. A correlation between the photocolorability of chromenes under study and the orientation of the benzene rings with respect to the C−O bond, which provides different prerequisites to stabilization of the C(1)-centered, cation formed upon cleavage of the C−O bond, was established. The effect of the orientation of the benzene rings on the dark reaction of ring closure was found.

Key words

chromenes X-ray diffraction analysis photochemistry in solutions structure-property relationship 

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Copyright information

© Plenum Publishing Corporation 1998

Authors and Affiliations

  • S. M. Aldoshin
    • 1
  • I. I. Chuev
    • 1
  • O. S. Filipenko
    • 1
  • A. N. Utenyshev
    • 1
  • G. Harie
    • 2
  • V. Lokshin
    • 2
  • A. Samat
    • 2
  • R. Guglielmetti
    • 2
  • G. Pepe
    • 2
  1. 1.Institute of Chemical Physics in ChernogolovkaRussian Academy of SciencesChernogolovkaRussian Federation
  2. 2.ERS 158 CNRSMediterranean University at LuminyCedex 9France

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