Mechanistic investigation of the gold-catalyzed aerobic oxidation of alcohols

被引：81

作者：

Fristrup, Peter ^{[1
]}

Johansen, Louise Bahn ^{[1
]}

Christensen, Claus Hviid ^{[1
]}

机构：

[1] Tech Univ Denmark, Ctr Sustainable & Green Chem, DK-2800 Lyngby, Denmark

来源：

CATALYSIS LETTERS | 2008年 / 120卷 / 3-4期

关键词：

heterogeneous catalysis; oxidations; gold; mechanism; Hammett;

D O I：

10.1007/s10562-007-9301-8

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：

The mechanism for the gold-catalyzed aerobic oxidation of alcohols was studied using a series of para-substituted benzyl alcohols (Hammett methodology). The competition experiments clearly show that the rate-determining step of the reaction involves the generation of a partial positive charge in the benzylic position (i.e. hydride abstraction). This was further substantiated by the determination of a significant kinetic isotope effect (k(H)/k(D) = 1.41), when employing an alcohol substrate deuterated in this position.

引用

页码：184 / 190

页数：7

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