Palladium(II)-catalyzed oxidation of terminal alkenes to methyl ketones using molecular oxygen

被引:94
|
作者
Nishimura, T [1 ]
Kakiuchi, N [1 ]
Onoue, T [1 ]
Ohe, K [1 ]
Uemura, S [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto 6068501, Japan
关键词
D O I
10.1039/b001854f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium(II) acetate catalyzes the aerobic oxidation of terminal alkenes in toluene into the corresponding methyl ketones in the presence of a catalytic amount of pyridine using propan-2-ol as a reductant and molecular oxygen as an oxidant. Two catalytic cycles sharing a Pd(II)-OOH species are proposed. One is the formation of a Pd(II)-H species in the oxidation of propan-2-ol to acetone, followed by reaction with molecular oxygen to give a Pd(II)-OOH species, and the other is peroxypalladation of an alkene with the Pd(II)-OOH species produced to afford a methyl ketone in the presence of H2O2 produced by the former catalytic cycle.
引用
收藏
页码:1915 / 1918
页数:4
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