Benzannelation alters the rate limiting step in enediyne cycloaromatization

被引:50
作者
Kaneko, T
Takahashi, M
Hirama, M [1 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
[2] Japan Sci & Technol Corp, CREST, Sendai, Miyagi 9808578, Japan
关键词
Bergman reactions; radicals and radical reactions; steric and strain effects; aromaticity;
D O I
10.1016/S0040-4039(99)00105-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rate-limiting step in the Bergman reaction was changed from cyclization to hydrogen-abstraction by benzannelation. This effect should be attributed to the faster rate of the retro-Bergman cyclization and/or the slower rate of hydrogen abstraction by the aromatic ring condensed 1,4-didehydrobenzene intermediate. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2015 / 2018
页数:4
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