Russian Chemical Bulletin p. 2131 - 2136 (1995)
Update date:2022-08-10
Topics:
Gromov, S. P.
Fedorova, O. A.
Ushakov, E. N.
Buevich, A. V.
Alfimov, M. V.
Styryl dyes (4a,b) containing a 15-crown-5 fragment and isomeric 2- and 4-quinolinium residues with an N-sulfopropyl substituent undergo <2+2>-autophotocycloaddition to give cyclobutane derivatives (9a,b) in acetonitrile only in the presence of Mg(ClO4)2 or Ca(ClO4)2.The stereospecificity of both pathways of photocycloaddition and its efficiency are explained by the preorganization of the supramolecular dimers derived from the trans-isomers of the dyes when they are bound into complexes with Mg and Ca cations. - Keywords: crown ether styryl dyes; complex formation; <2+2>-photocycloaddition; cyclobutane derivatives; 1H NMR spectra.
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