Pericyclic reactions of cyclobutyne: An exception to orbital symmetry considerations

被引：14

作者：

Gilbert, JC ^{[1
]}

Kirschner, S ^{[1
]}

机构：

[1] AUSTIN COMMUNITY COLL,DEPT CHEM,AUSTIN,TX 78741

来源：

TETRAHEDRON | 1996年 / 52卷 / 07期

关键词：

cyclobutyne; pericyclic reactions; AMI reaction path; orbital isomerism; orbital symmetry;

D O I：

10.1016/0040-4020(95)01061-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By using AM1 methodology to compute reaction paths, cyclobutyne is found to isomerize to 1,2,3-butatriene and to undergo [2+2] cycloaddition to ethylene. The stereochemistry of the ring-opening reaction and the identification of a concerted pathway for the cycloaddition are interpreted in terms of the theory of orbital isomerism.

引用

页码：2279 / 2290

页数：12

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