An unexpected bispericyclic transition structure leading to 4+2 and 2+4 cycloadducts in the endo dimerization of cyclopentadiene

被引：163
|
作者：
Caramella, P [1 ]
Quadrelli, P [1 ]
Toma, L [1 ]
机构：
[1] Univ Pavia, Dipartimento Chim Organ, I-27100 Pavia, Italy
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 07期
关键词：
D O I：
10.1021/ja016622h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The stereospecific endo dimerization of cyclopentadiene takes place through an asynchronous and symmetrical bispericyclic transition structure, which shows a merging of the 4+2 and 2+4 cycloaddition paths. The shape of the transition structure testifies to the presence of attractive Salem/Houk secondary orbital interactions assisting the endo approach. Copyright © 2002 American Chemical Society.
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收藏
页码：1130 / 1131
页数：2
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