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. 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.
Sheldon
Roger A
RA
Delft University of Technology, Biocatalysis and Organic Chemistry, Julianalaan 136, 2628 BL Delft, The Netherlands.
Arends
Isabel W C E
IW
Ten Brink
Gerd-Jan
GJ
Dijksman
Arné
A
D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D002617:Chemical Industry / Q000379:methods* / Q000592:standards; D003300:Copper / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000737:chemistry*; D004787:Environmental Pollution / Q000517:prevention & control*; D007220:Industrial Waste / Q000517:prevention & control; D016877:Oxidants / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry
D000438:Alcohols; D003497:Cyclic N-Oxides; D007220:Industrial Waste; D016877:Oxidants; D010165:Palladium; D003300:Copper; D012428:Ruthenium; D010100:Oxygen; C003959:TEMPO