Intramolecular microsolvation of SN2 transition states

被引:42
|
作者
Craig, SL [1 ]
Brauman, JI [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
关键词
D O I
10.1021/ja983010x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Introduction of an omega-substituent (CN, Cl, or OH) onto a primary n-alkyl chloride significantly enhances the rate of S(N)2 chloride exchange in the gas phase. Trends in reactivity suggest that the rate acceleration depends primarily on through-space solvation of the transition state, especially charge-dipole interactions. The potential energy surfaces and dynamics of these reactions are discussed.
引用
收藏
页码:6690 / 6699
页数:10
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