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

被引：166

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.

引用

页码：1130 / 1131

页数：2

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