Pd nanoparticles as catalysts for green and sustainable oxidation of functionalized alcohols in aqueous media

被引:70
作者
Mifsud, Maria [1 ]
Parkhomenko, Ksenia V. [1 ]
Arends, Isabel W. C. E. [1 ]
Sheldon, Roger A. [1 ]
机构
[1] Delft Univ Technol, Biocatalysis & Organ Chem Grp, Dept Biotechnol, NL-2628 BL Delft, Netherlands
关键词
Aerobic oxidation of alcohols; Palladium nanoparticles; Steroidal alcohols; Water; GIANT PALLADIUM CLUSTERS; IMMOBILIZED TEMPO PIPO; AEROBIC OXIDATION; SELECTIVE OXIDATION; SECONDARY ALCOHOLS; WATER; CONVERSIONS; KETONES; ALDEHYDES; OXYGEN;
D O I
10.1016/j.tet.2009.11.007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The previously described catalyst system for the aerobic oxidation of alcohols, comprising palladium(II) acetate in combination with neocuproine in a 1:1 mixture of water and a water-miscible cosolvent such as ethylene carbonate or dimethylsulfoxide, was shown to involve palladium nanoparticles as the active catalyst. The latter are formed in situ or can be preformed by reduction of the palladium-neocuproine complex with hydrogen and they are stabilized by both the neocuproine ligand and the cosolvent. This catalyst system was successfully used for the selective aerobic oxidation of the steroidal secondary alcohols, nandrolone and 5 alpha-pregnan-3 alpha-ol-20-one, to the corresponding ketones. (C) 2009 Elsevier Ltd All rights reserved.
引用
收藏
页码:1040 / 1044
页数:5
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