CROWN-CONTAINING STYRYL DYES .8. CATION-DEPENDENT CONCERTED [2+2]-AUTOPHOTOCYCLOADDITION OF PHOTOCHROMIC 15-CROWN-5 ETHER BETAINES

被引:37
作者
ALFIMOV, MV
GROMOV, SP
STANISLAVSKII, OB
USHAKOV, EN
FEDOROVA, OA
机构
[1] N. N. Semenov Institute of Chemical Physics, Russian Academy of Sciences, Moscow, 117913
关键词
CROWN-CONTAINING STYRYL DYES; COMPLEXES WITH MG2+; PHOTOCYCLODIMERIZATION; CYCLOBUTANE DERIVATIVES; H-1 AND C-13 NMR SPECTRA;
D O I
10.1007/BF00699938
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Styryl dyes containing a crown ether group and a heteroaromatic moiety with a sulfoalkyl N-substituent (1a,b) undergo photocyclodimerization in acetonitrile in the presence of Mg(ClO4)2 to give only the type A isomer of cyclobutane derivative (2a,b). The photochemical regio- and stereoselectivity of the cycloaddition is explained by self-organization of the trans-isomers of the styryl dyes upon complexation with the Mg2+ cations into dimers with a fixed mutual arrangement of multiple bonds.
引用
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页码:1385 / 1389
页数:5
相关论文
共 14 条
[11]  
NOGRADI M, 1981, STEREOCHEMISTRY
[12]   ORGANIC-PHOTOCHEMISTRY IN ORGANIZED MEDIA [J].
RAMAMURTHY, V .
TETRAHEDRON, 1986, 42 (21) :5753-5839
[13]  
USHAKOV YN, 1992, DOKL AKAD NAUK+, V323, P702
[14]  
WIBERG KB, J AM CHEM SOC, V91, P5124