A new heterogeneous system for catalytic oxidations has been developed by i
mmobilising TEMPO onto ordered mesoporous silica (MCM-41-type). The immobil
isation was performed according to different methods: (i) direct grafting o
f the silica surface with 3-(trimethoxysilyl)propyloxy-TEMPO obtained by co
upling LC-hydroxy-TEMPO and allyl bromide followed by hydrosilylation; (ii)
coupling of 4-carboxy-TEMPO with 3-aminopropylsilane previously grafted on
the mesoporous silica surface; (iii) coupling of the N-succinimide ester o
f 4-carboxy-TEMPO with the same previously grafted 3-aminopropylsilane. Eff
iciency and anchoring of the TEMPO were studied by various spectroscopic te
chniques. The textural characteristics of the mesoporous support were prese
rved during the different modifications. Catalytic tests on the use of the
materials in the oxidation of primary alcohols proved their activity and st
ability under the reaction conditions. (C) 2001 Elsevier Science B.V. All r
ights reserved.