TY - JOUR
T1 - Sol-gel immobilized aryl iodides for the catalytic oxidative α-tosyloxylation of ketones
AU - Guo, Wusheng
AU - Monge-Marcet, Amàlia
AU - Cattoën, Xavier
AU - Shafir, Alexandr
AU - Pleixats, Roser
PY - 2013/1/1
Y1 - 2013/1/1
N2 - New hybrid silica materials M1-M4, derived from mono and bis-silylated aryl iodides, have been prepared via sol-gel processes, either by the hydrolytic polycondensation of a bis-silylated monomer or by the co-gelification of a monosilylated precursor with tetraethylorthosilicate. They have been fully characterized by elemental analysis, 13C and 29Si CP-MAS solid state NMR, IR, TGA, and nitrogen-sorption measurements. These organosilicas have been successfully applied as supported catalysts in the α-tosyloxylation of aliphatic ketones in the presence of m-chloroperbenzoic acid (m-CPBA) as an oxidant, with the corresponding α-tosyloxyketones obtained in moderate to good isolated yields. The recyclability of the supported catalysts by a simple filtration has also been investigated. © 2012 Elsevier Ltd. All rights reserved.
AB - New hybrid silica materials M1-M4, derived from mono and bis-silylated aryl iodides, have been prepared via sol-gel processes, either by the hydrolytic polycondensation of a bis-silylated monomer or by the co-gelification of a monosilylated precursor with tetraethylorthosilicate. They have been fully characterized by elemental analysis, 13C and 29Si CP-MAS solid state NMR, IR, TGA, and nitrogen-sorption measurements. These organosilicas have been successfully applied as supported catalysts in the α-tosyloxylation of aliphatic ketones in the presence of m-chloroperbenzoic acid (m-CPBA) as an oxidant, with the corresponding α-tosyloxyketones obtained in moderate to good isolated yields. The recyclability of the supported catalysts by a simple filtration has also been investigated. © 2012 Elsevier Ltd. All rights reserved.
KW - Hybrid silica
KW - Hypervalent iodine
KW - Oxidative α-tosyloxylation
KW - Recyclable catalyst
KW - Sol-gel
U2 - 10.1016/j.reactfunctpolym.2012.10.011
DO - 10.1016/j.reactfunctpolym.2012.10.011
M3 - Article
VL - 73
SP - 192
EP - 199
JO - Reactive and Functional Polymers
JF - Reactive and Functional Polymers
SN - 1381-5148
IS - 1
ER -