Z-E PHOTOISOMERIZATION OF BENZYLIDENEBENZOCYCLOBUTENONES VIA KETENE-ALLENE INTERMEDIATES - A LASER FLASH-PHOTOLYSIS STUDY

被引：3

作者：

BOCH, R ^{[1
]}

BRADLEY, JC ^{[1
]}

DURST, T ^{[1
]}

SCAIANO, JC ^{[1
]}

机构：

[1] UNIV OTTAWA,DEPT CHEM,OTTAWA K1N 6N5,ON,CANADA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 01期

关键词：

D O I：

10.1016/0040-4039(94)88151-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzylidenebenzocyclobutenones I-E and I-Z undergo photoinduced isomerization via the intermediacy of ketene-allene II which in acetonitrile has a lifetime of similar to 26 mu s and can be trapped with water and methanol. Trapping by the latter occurs with a rate constant of 1.2 x 10(4) M(-1) s(-1) and leads to the expected ester. In addition to Z reversible arrow E isomerization, product studies reveal the formation of dimeric products in very low quantum yields.

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页码：19 / 22

页数：4

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