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Aerobic oxidation of alcohols to carbonyl compounds mediated by poly(ethylene glycol)-supported TEMPO radicals
Authors:Maurizio Benaglia  Orsolya Holczknecht  Gianluca Pozzi
Affiliation:a Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, Via Golgi 19, I-20133 Milano, Italy
b CNR, Istituto di Scienze e Tecnologie Molecolari, via Golgi 19, 20133 Milano, Italy
Abstract:Two poly(ethylene glycol)-supported TEMPO (PEG-TEMPO) has been successfully applied as soluble, recyclable catalysts in the chemoselective oxidation of primary and benzylic alcohols with molecular oxygen in the presence of Co(NO3)2 and Mn(NO3)2 as co-catalysts (Minisci's conditions). Under those conditions, secondary alcohols are also oxidized to ketones, although usually in lower yields. The insertion of a spacer between the PEG moiety and TEMPO has beneficial effects on both the activity and ease of recovery of the supported catalyst.
Keywords:Alcohols   Aldehydes   Ketones   Oxidation   Soluble polymers
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