OXIDATION OF METHOXYBENZENES TO P-BENZOQUINONES CATALYZED BY METHYLTRIOXORHENIUM(VII)

被引：69

作者：

ADAM, W ^{[1
]}

HERRMANN, WA ^{[1
]}

SAHAMOLLER, CR ^{[1
]}

SHIMIZU, M ^{[1
]}

机构：

[1] TECH UNIV MUNICH,INST ANORGAN CHEM,D-85747 GARCHING,GERMANY

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 1995年 / 97卷 / 01期

关键词：

ARENE OXIDE; P-BENZOQUINONE; HYDROGEN PEROXIDE; METHYLTRIOXORHENIUM; OXIDATION; PEROXO COMPLEX;

D O I：

10.1016/1381-1169(94)00070-0

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Methoxy-substituted benzenes 1 are oxidized with aqueous hydrogen peroxide catalyzed by methyltrioxorhenium(VII) in acetic acid to yield the p-benzoquinones 3 in moderate yields. An intermediary diperoxo rhenium(VII) complex rather than peracetic acid is the dominating oxidizing species, since oxidation also proceeds in ethanol under peracid-free conditions. Acid played an important role, especially in the oxidation of p-methoxyphenols 2 to p-benzoquinones 3. An arene oxide mechanism is postulated for the formation of p-benzoquinones, which would account for the participation of the acid and also overoxidation by cleavage of the arene oxide ring with hydrogen peroxide.

引用

页码：15 / 20

页数：6

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