Green, Catalytic Oxidations of Alcohols

Three methods are described, in the context of the guiding principles of green chemistry, for the catalytic oxidation of alcohols. The first employs a recyclable oligomeric TEMPO catalyst (PIPO) and sodium hypochlorite as the oxidant in a bromide-free and chlorinated hydrocarbon solvent-free system....

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Bibliographic Details
Published in:Accounts of chemical research 2002-09, Vol.35 (9), p.774-781
Main Authors: Sheldon, Roger A, Arends, Isabel W. C. E, ten Brink, Gerd-Jan, Dijksman, Arné
Format: Article
Language:English
Subjects:
Alcohols - chemistry
Catalysis
Chemical Industry - methods
Chemical Industry - standards
Copper - chemistry
Cyclic N-Oxides - chemistry
Environmental Pollution - prevention & control
Industrial Waste - prevention & control
Oxidants - chemistry
Oxygen - chemistry
Palladium - chemistry
Ruthenium - chemistry
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Summary:Three methods are described, in the context of the guiding principles of green chemistry, for the catalytic oxidation of alcohols. The first employs a recyclable oligomeric TEMPO catalyst (PIPO) and sodium hypochlorite as the oxidant in a bromide-free and chlorinated hydrocarbon solvent-free system. The second involves a ruthenium/TEMPO catalyst and oxygen as the oxidant. The third consists of a recyclable water-soluble palladium−diamine complex in conjunction with air as the oxidant in an aqueous biphasic system. The mechanisms of the ruthenium/TEMPO- and palladium-catalyzed oxidations are discussed, and the mechanism of the former is compared with that of the analogous copper/TEMPO catalyst.
ISSN:0001-4842
1520-4898
DOI:10.1021/ar010075n