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
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页码:761 / 768
页数:8
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