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
收藏
页码：184 / 190
页数：7
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