Oxidative coupling of some 2,6-disubstituted phenol derivatives in perchloric acid mediated by cerium(IV) ions

被引：12

作者：

Domagala, S ^{[1
]}

Steglinska, V ^{[1
]}

Dziegiec, J ^{[1
]}

机构：

[1] Univ Lodz, Dept Gen & Inorgan Chem, PL-90136 Lodz, Poland

来源：

MONATSHEFTE FUR CHEMIE | 1998年 / 129卷 / 8-9期

关键词：

2,6-disubstituted phenols; cerium(IV) perchlorate; products of oxidation; mechanism; quantum mechanical calculations;

D O I：

10.1007/s007060050098

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2,6-Disubstituted phenol derivatives have been oxidized by cerium(IV) perchlorate in aqueous or aqueous-acetonitrile solutions of perchloric acid as well as in two-phase systems to the corresponding 1,4-benzoquinones, 4,4'-diphenoquinones, and oligomeric poly(1,4-phenylene) oxides in good yield. Nature and constitution of the oxidation products as a consequence of reaction conditions and physico-chemical properties of radicals and radical ions are reported. These properties are discussed in terms of stabilities, pK values, and electron densities at carbon C4 and oxygen.

引用

页码：761 / 768

页数：8

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