TY - JOUR
T1 - Hydrogenation and dehalogenation of aryl chlorides and fluorides by the sol-gel entrapped RhCl3-aliquat 336 ion pair catalyst
AU - Blum, J.
AU - Rosenfeld, A.
AU - Gelman, F.
AU - Schumann, H.
AU - Avnir, D.
PY - 1999/10/20
Y1 - 1999/10/20
N2 - The SiO2 sol-gel entrapped ion pair [(C8H17)3NMe]+[RhCl4nH2O]-, generated from RCl3H2O, Aliquat 336® and Si(OMe)4 catalyzes at 80°C and 16 atm. H2, the hydrogenation of aryl fluorides and chlorides to give halogen-free hydroaromatics. Fluorobenzenes initially yield fluorocyclohexanes which eliminate HF, in a non-catalytic process, followed by hydrogenation of the cyclohexenes. In contrast, chlorobenzenes are first dehalogenated to the corresponding benzene derivatives, that in a second step are hydrogenated to cyclohexanes. Aryl bromides undergo dehalogenation and hydrogenation as well, but only in the presence of a free radical scavenger. The catalyst in these reactions is leach-proof and recyclabe with little or no loss in activity.
AB - The SiO2 sol-gel entrapped ion pair [(C8H17)3NMe]+[RhCl4nH2O]-, generated from RCl3H2O, Aliquat 336® and Si(OMe)4 catalyzes at 80°C and 16 atm. H2, the hydrogenation of aryl fluorides and chlorides to give halogen-free hydroaromatics. Fluorobenzenes initially yield fluorocyclohexanes which eliminate HF, in a non-catalytic process, followed by hydrogenation of the cyclohexenes. In contrast, chlorobenzenes are first dehalogenated to the corresponding benzene derivatives, that in a second step are hydrogenated to cyclohexanes. Aryl bromides undergo dehalogenation and hydrogenation as well, but only in the presence of a free radical scavenger. The catalyst in these reactions is leach-proof and recyclabe with little or no loss in activity.
KW - Aliquat 336®
KW - Dehalogenation
KW - Hydrogenation
KW - Immobilized-catalyst
KW - Rhodium
KW - Sol-gel
UR - http://www.scopus.com/inward/record.url?scp=0033589008&partnerID=8YFLogxK
U2 - 10.1016/S1381-1169(99)00280-0
DO - 10.1016/S1381-1169(99)00280-0
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AN - SCOPUS:0033589008
SN - 1381-1169
VL - 146
SP - 117
EP - 122
JO - Journal of Molecular Catalysis A: Chemical
JF - Journal of Molecular Catalysis A: Chemical
IS - 1-2
ER -