Concerted proton-electron transfer in pyridylphenols: The importance of the hydrogen bond

被引：97

作者：

Markle, Todd F. ^{[1
]}

Mayer, James M. ^{[1
]}

机构：

[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 04期

关键词：

electron transfer; hydrogen bonds; oxidation; proton transfer;

D O I：

10.1002/anie.200702486

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Slowed down by a break up: One-electron oxidation of intramolecularly hydrogen-bonded phenol-pyridine compounds 1 and 2 involves proton transfer coupled with electron transfer (see scheme; B = base). At the same driving force, 2 reacts substantially slower than 1. The methylene group between the phenol and pyridine groups in 2 breaks the conjugation between the rings, which has a marked effect on the hydrogen bond and is likely the origin of the difference in rate constants. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：738 / 740

页数：3

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