Abstract
New crown ether styryl dyes (trans-1c,d) containing the 18-crown-6 ether fragment were synthesized. Interaction oftrans-1c,d dyes, as well as their analogs,trans-1a,b containing the 15-crown-5 ether fragment, with Ca(ClO4)2 in MeCN afforded supramolecular structures (dimeric complexes). Competing reactions,trans-cis-photoisomerization with the formation of anion-“capped” complexes ofcis-1a—d and [2+2] autophotocycloaddition with the formation of cyclobutane derivatives8a—d and9c, were observed on photolysis of solutions of complexes oftrans-1a—d with Ca2+. Preorganization oftrans-isomers in dimeric complexes with Ca2+ determined the regio- and stereoselectivity of each of the two directions of the photocycloaddition and the efficiency of the reaction.
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For Part 17 see Ref. 1.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 693–700, March, 1996.
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Gromov, S.P., Ushakov, E.N., Fedorova, O.A. et al. Crown ether styryl dyes. Russ Chem Bull 45, 654–661 (1996). https://doi.org/10.1007/BF01435800
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DOI: https://doi.org/10.1007/BF01435800