THE DIMERIZATION OF (E)-1,3-DIPHENYL-1,3-BUTADIENE PROCEEDS SUPRAFACIALLY WITH RESPECT TO BOTH COMPONENTS - EVIDENCE FOR A CONCERTED [4+2]-CYCLOADDITION

被引:6
|
作者
MULZER, J
MELZER, K
机构
[1] Institut für Organische Chemie der Freien Universität, Berlin, D-14195
来源
关键词
CYCLOADDITIONS; DIMERIZATIONS; DIRADICALS;
D O I
10.1002/anie.199508951
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Despite the potential stabilization of diradical intermediates through the phenyl groups, the thermal dimerization of (E)‐1,3‐diphenyl‐1,3‐butadiene does not follow a diradical mechanism as previously assumed, but a concerted pathway. The case examined here is the dimerization of the deuteriated diene 1 giving 2, which proceeds suprafacially with regard to both diene and dienophile. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:895 / 898
页数:4
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