A weak attractive interaction between organic fluorine and an amide group

被引：165

作者：

Hof, F ^{[1
]}

Scofield, DM ^{[1
]}

Schweizer, WB ^{[1
]}

Diederich, F ^{[1
]}

机构：

[1] ETH Honggerberg, HCI, Organ Chem Lab, CH-8093 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 38期

关键词：

amides; fluorine; molecular recognition; noncovalent interactions;

D O I：

10.1002/anie.200460781

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A combination of a chemical double-mutant cycle and a linear free energy relationship has demonstrated that a weak attractive interaction (-0.8 to -1.5 kJ mol-1) exists between an organic fluorine substituent and the face of an amide functional group (see picture). This study supports recent results that have suggested that such an attraction may be operative in enzyme-inhibitor interactions.

引用

页码：5056 / 5059

页数：4

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