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Russian Chemical Bulletin

, Volume 42, Issue 8, pp 1385–1389 | Cite as

Crown-containing styryl dyes

8. Cation-dependent concerted [2+2]-autophotocycloaddition of photochromic 15-crown-5 ether betaines
  • M. V. Alfimov
  • S. P. Gromov
  • O. B. Stanislavskii
  • E. N. Ushakov
  • O. A. Fedorova
Organic Chemistry

Abstract

Styryl dyes containing a crown ether group and a heteroaromatic moiety with a sulfoalkylN-substituent (1a,b) undergo photocyclodimerization in acetonitrile in the presence of Mg(ClO4)2 to give only the typeA isomer of cyclobutane derivative (2a,b). The photochemical regio- and stereoselectivity of the cycloaddition is explained by self-organization of thetrans-isomers of the styryl dyes upon complexation with the Mg2+ cations into dimers with a fixed mutual arrangement of multiple bonds.

Key words

crown-containing styryl dyes complexes with Mg2+ photocyclodimerization cyclobutane derivatives 1H and13C NMR spectra 

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Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • M. V. Alfimov
    • 1
  • S. P. Gromov
    • 1
  • O. B. Stanislavskii
    • 1
  • E. N. Ushakov
    • 1
  • O. A. Fedorova
    • 1
  1. 1.N. N. Semenov Institute of Chemical PhysicsRussian Academy of SciencesMoscowRussian Federation

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