从反应力和反应电子通量看 S(N)2 反应的机理。

Insights into the mechanism of an S(N)2 reaction from the reaction force and the reaction electronic flux.

机构信息

Laboratorio de Química Teórica Computacional (QTC), Facultad de Química, Pontificia Universidad Católica de Chile, Casilla 306, Correo 22, Santiago, Chile.

出版信息

J Phys Chem A. 2012 Oct 11;116(40):10015-26. doi: 10.1021/jp3076707. Epub 2012 Oct 1.

DOI:10.1021/jp3076707

PMID:22974407

Abstract

The mechanism of a simple S(N)2 reaction, viz; OH(-) + CH(3)F = CH(3)OH + F(-) has been studied within the framework of reaction force and reaction electronic flux. We have computationally investigated three different types of reaction mechanisms with two different types of transition states, leading to two different products. The electronic transfer contribution of the reaction electronic flux was found to play a crucial role in this reaction. Natural bond order analysis and dual descriptor provide additional support for elucidating the mechanism of this reaction.

摘要

我们在反应力和反应电子流的框架内研究了一个简单的 S(N)2 反应，即 OH(-) + CH(3)F = CH(3)OH + F(-) 的机制。我们通过计算研究了三种不同类型的反应机制和两种不同类型的过渡态，得到了两种不同的产物。反应电子流的电子转移贡献被发现对这个反应起着至关重要的作用。自然键轨道分析和双描述符为阐明这个反应的机制提供了额外的支持。