KINETIC-ANALYSIS OF THE REARRANGEMENT OF A CONFORMATIONALLY CONSTRAINED ALPHA-CYCLOPROPYLBENZYL RADICAL

被引：2

作者：

VENKATESAN, H ^{[1
]}

GREENBERG, MM ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 13期

关键词：

D O I：

10.1021/jo00092a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Modulation of the cyclopropylmethyl (CPM)/ homoallyl radical equilibrium by phenyl substitution at the radical center is exploited in determining the kinetic versus thermodynamic preference for bond scission in a bicyclic CPM radical. Exocyclic ring opening is determined to be 28.7 times faster than the respective endocyclic process. This method will be of general use for determining the regioselectivity of radical rearrangements.

引用

页码：3514 / 3517

页数：4

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