ORIGIN OF THE GAUCHE EFFECT IN SUBSTITUTED ETHANES AND ETHENES

被引：163

作者：

WIBERG, KB ^{[1
]}

MURCKO, MA ^{[1
]}

LAIDIG, KE ^{[1
]}

MACDOUGALL, PJ ^{[1
]}

机构：

[1] MCMASTER UNIV,HAMILTON L8S 4M1,ONTARIO,CANADA

来源：

JOURNAL OF PHYSICAL CHEMISTRY | 1990年 / 94卷 / 18期

关键词：

D O I：

10.1021/j100381a008

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

1,2-Disubstituted ethanes having strongly electronegative substituents prefer the gauche conformation over the usual trans form. This is not the result of an attractive interaction in the gauche form, but rather a destabilizing interaction in the trans rotamer. The interaction appears to be the result of the formation of bent bonds, and the lower stability of a twist bent bond over that of syn bent bond. The lower energy of cis-1,2-difluoroethene as compared to its trans form may be explained in the same way. © 1990 American Chemical Society.

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页码：6956 / 6959

页数：4

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