Aerobic oxidation of alcohols to carbonyl compounds mediated by poly(ethylene glycol)-supported TEMPO radicals |
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Authors: | Maurizio Benaglia Orsolya Holczknecht Gianluca Pozzi |
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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 |
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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. |
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Keywords: | Alcohols Aldehydes Ketones Oxidation Soluble polymers |
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