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.
Aerobic oxidation of alcohols to carbonyl compounds mediated by poly(ethylene glycol)-supported TEMPO radicals / M. Benaglia, A. Puglisi, O. Holczknecht, S. Quici, G. Pozzi. - In: TETRAHEDRON. - ISSN 0040-4020. - 61:51(2005), pp. 12058-12064. [10.1016/j.tet.2005.07.107]
Aerobic oxidation of alcohols to carbonyl compounds mediated by poly(ethylene glycol)-supported TEMPO radicals
M. BenagliaPrimo
;A. PuglisiSecondo
;
2005
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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