Dynamic Origin of the Stereoselectivity of a Nucleophilic Substitution Reaction

被引：52
|
作者：
Bogle, Xavier S. [1 ]
Singleton, Daniel A. [1 ]
机构：
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 10期
关键词：
POSSIBLE PATH BIFURCATION; TRANSITION-STATE; SELECTIVITY; MECHANISM; PREDICTION;
D O I：
10.1021/ol300817a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A nucleophilic substitution on a dichlorovinyl ketone was studied experimentally and computationally. A mixture of products is observed experimentally, but a conventional computational analysis does not account for the formation of the minor stereoisomer. Instead, the product mixture is predicted accurately from a dynamic trajectory study on a bifurcating energy surface. The dynamic origin of the stereoselectivity of the reaction is discussed.
引用
收藏
页码：2528 / 2531
页数：4
相关论文
共 50 条
12345