Synlett

Aerobic oxygenation of benzylic ketones promoted by a gold nanocluster catalyst

H Sakurai, I Kamiya, H Kitahara, H Tsunoyama…

Index: Sakurai, Hidehiro; Kamiya, Ikuyo; Kitahara, Hiroaki; Tsunoyama, Hironori; Tsukudad, Tatsuya Synlett, 2009 , # 2 p. 245 - 248

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Citation Number: 20

Abstract

Abstract Gold nanoclusters stabilized by poly (N-vinyl-2-pyrrolidone)(Au: PVP) promote the oxidation of benzylic ketones, including auto-oxidation-type bond-cleavage reactions and α- hydroxylation, under ambient conditions. The catalyst accelerates the formation of an α- peroxide intermediate, from which bond cleavage spontaneously proceeds in aqueous solvent to give the auto-oxidation products. In contrast, the α-hydroxylation product is ...

~89%

~8%

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