Mechanistic investigation of the gold-catalyzed aerobic oxidation of alcohols

作者：Fristrup Peter; Johansen Louise Bahn; Christensen Claus Hviid^*

来源：Catalysis Letters, 2008, 120(3-4): 184-190.

DOI：10.1007/s10562-007-9301-8

• heterogeneous catalysis
• oxidations
• gold
• mechanism
• Hammett

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.

• 出版日期2008-1