A NEW MODE FOR THE GENERATION OF O-XYLYLENE BY PERI-SELENIUM PARTICIPATION FROM 8,13-DIHYDROBENZO[G]NAPHTHO[1,8-BC][1,5]DISELENONIN UNDER IRRADIATION

被引:27
作者
FUJIHARA, H
YABE, M
FURUKAWA, N
机构
[1] Department of Chemistry, University of Tsukuba, Tsukuba
关键词
D O I
10.1021/jo00072a001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new cyclic bis-selenide containing benzylic methylene groups and a naphthalene ring, 8,13-dihydrobenzo[g]naphtho[1,8-bc] [1,5]diselenonin (1), was stable in the dark; however, the C-Se bond of 1 was readily cleaved to form o-xylylene (2) and naphtho[1,8-cd]-1,2-diselenole (3) under the scattered light in the laboratory. The o-xylylene generated from 1 under the scattered light or UV irradiation (254 nm) was trapped by several dienophiles.
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页码:5291 / 5292
页数:2
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