o-iodoxybenzoic acid (IBX):: pKa and proton-affinity analysis

被引：43

作者：

Gallen, Michael J.

Goummont, Regis

Clark, Timothy

Terrier, Francois

Williams, Craig M. ^{[1
]}

机构：

[1] Univ Queensland, Sch Mol & Microbial Sci, Brisbane, Qld 4072, Australia

[2] Univ Versailles, Inst Lavoisier Franklin, F-78035 Versailles, France

[3] Univ Erlangen Nurnberg, Comp Chem Ctr, D-91052 Erlangen, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 18期

关键词：

acidity; density functional calculations; o-iodoxybenzoic acid; oxidation; proton affinity;

D O I：

10.1002/anie.200504156

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Not just a pretty oxidant! IBX (1-Hydroxy-1,2-benziodoxol-3(1H)-on-1-oxide), an important oxidant in organic synthesis, is shown to be relatively acidic on the organic scale. The pK a value and proton affinity of IBX were determined both in silico and in vitro. This acidity could explain the non-oxidation processes mediated by IBX. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2929 / 2934

页数：6

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