STEREOCHEMISTRY OF 1,2-PHOTOCYCLOADDITION OF VINYLIC COMPOUNDS TO BENZENE

被引：13
作者：
ATKINS, RJ
FRAY, GI
GILBERT, A
BINSAMSUDIN, MW
STEWARD, AJK
TAYLOR, GN
机构：
[1] UNIV BRISTOL,SCH CHEM,BRISTOL BS8 1TL,AVON,ENGLAND
[2] UNIV READING,DEPT CHEM,READING RG6 2AD,BERKSHIRE,ENGLAND
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 12期
关键词：
D O I：
10.1039/p19790003196
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The stereochemistry of the 1,2-photocycloaddition of benzene to acrylonitrile, methyl acrylate, methyl methacrylate, methyl vinyl ketone, ethyl vinyl ether, butyl vinyl ether, 2,3-dihydropyran, and 2,3-dihydro-1,4-dioxin has been investigated. The evidence indicates that exo-1,2-adducts are formed exclusively from all these vinylic compounds except the acrylates and methyl vinyl ketone, which gave mixtures of exo- and endo-stereoisomers.
引用
收藏
页码：3196 / 3202
页数：7
相关论文
共 46 条
[1]  
ATKINS RJ, 1978, TETRAHEDRON LETT, P2945
[2]  
ATKINS RJ, 1977, TETRAHEDRON LETT, P3597
[3]  
ATKINS RJ, 1975, TETRAHEDRON LETT, P3087
[4]  
BHACCA NS, 1964, TETRAHEDRON LETT, P3127
[5]   LIQUID-PHASE PHOTOLYSIS .11. STEREOCHEMISTRY OF PHOTOADDITION OF MALEIC ANHYDRIDE TO BENZENE [J].
BRYCESMI.D ;
VICKERY, B ;
FRAY, GI .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (05) :390-&
[6]   POLAR AND STEREOCHEMICAL ASPECTS OF 1,2-PHOTOADDITION OF ETHYLENES TO BENZENE [J].
BRYCESMI.D ;
GILBERT, A ;
ORGER, B ;
TYRRELL, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (09) :334-336
[7]   LIQUID-PHASE PHOTOLYSIS .6. PREPARATION OF CYCLO-OCTATETRAENES BY PHOTOADDITION OF ACETYLENES TO BENZENE - DIMERISATION OF PHENYLACETYLENE TO 1-PHENYLAZULENE AND 1-PHENYLNAPHTHALENE [J].
BRYCESMITH, D ;
LODGE, JE .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (JAN) :695-&
[8]  
BRYCESMITH D, 1978, TETRAHEDRON LETT, P1093
[9]   ORGANIC-PHOTOCHEMISTRY OF BENZENE .2. [J].
BRYCESMITH, D ;
GILBERT, A .
TETRAHEDRON, 1977, 33 (19) :2459-2490
[10]   ORGANIC-PHOTOCHEMISTRY OF BENZENE .1. [J].
BRYCESMITH, D ;
GILBERT, A .
TETRAHEDRON, 1976, 32 (12) :1309-1326
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