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Synlett 2002(7): 1173-1175
DOI: 10.1055/s-2002-32591
LETTER
© Georg Thieme Verlag Stuttgart · New York

A New, Highly Selective, Free-Radical Aerobic Oxidation of Silanes to Silanols Catalysed by N-Hydroxyphthalimide under Mild Conditions.

Francesco Minisci*a, Francesco Recuperoa, Carlo Puntaa, Chiara Guidarinia, Francesca Fontanab, Gian Franco Pedullic
a Dipartimento di Chimica, Materiali e Ingegneria Chimica ‘G.Natta’, Politecnico di Milano, via Mancinelli 7, 20131 Milano, Italy
Fax: +39(02)23993080; e-Mail: francesco.minisci@polimi.it;
b Dipartimento di Ingegneria, Università di Bergamo, viale Marconi 5, 24044 Milano, Italy
c Università di Bologna, Dipartimento di Chimica Organica ‘A.Mangini’, via S.Donato 15, 40127 Bologna BO, Italy
Further Information

Publication History

Received 18 April 2002
Publication Date:
07 February 2007 (online)

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Abstract

Silanes are oxidised to silanols by molecular oxygen, under N-hydroxyphthalimide and Co(II) catalysis, under very mild conditions and in good yields and selectivity. The reaction proceeds through the superimposition of a redox chain to a free-radical chain reaction.

Key words

silanols - oxygen - N-hydroxyphthalimide - free radicals - chain reactions

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15

Manuscript in preparation.

16

The evaluation of the rate constants for hydrogen abstraction by R3SiOO· radical from >N-OH and by PINO radical from R3Si-H is in progress.