TY - JOUR
T1 - Effect of the CO2H groups of carboxylated triarylphosphines on (COD) RhCl(PAr3) -catalyzed isomerization of 1-octen-3-ol under phase transfer conditions
AU - Schumann, Herbert
AU - Ravindar, Vadde
AU - Meltser, Larisa
AU - Baidossi, Waël
AU - Sasson, Yoel
AU - Blum, Jochanan
PY - 1997/4/11
Y1 - 1997/4/11
N2 - Water soluble sodium salts of (COD)RhCl(PAr3), where PAr3 is Ph2P(C6H4-2-COOH), Ph2P(C6H4-3-COOH), Ph2P(C6H4-4-COOH), PhP(C6H4-3-COOH)2, or P(C6H4-3-COOH)3, catalyze under phase transfer conditions the isomerization of 1-octen-3-ol to 3-octanone. The reaction rate depends on the position and number of the carboxyl groups in the phosphine ligand. (COD)RhCl[Ph2P(C6H4-2-C6H4-COOH], which exists as an equilibrium mixture with (COD)(H)RhCl(-OCOC6H4-2-PPh2) more reactive than the hydride-free catalysts. A hydride addition-elimination mechanism is suggested as the major pathway for the catalytic process.
AB - Water soluble sodium salts of (COD)RhCl(PAr3), where PAr3 is Ph2P(C6H4-2-COOH), Ph2P(C6H4-3-COOH), Ph2P(C6H4-4-COOH), PhP(C6H4-3-COOH)2, or P(C6H4-3-COOH)3, catalyze under phase transfer conditions the isomerization of 1-octen-3-ol to 3-octanone. The reaction rate depends on the position and number of the carboxyl groups in the phosphine ligand. (COD)RhCl[Ph2P(C6H4-2-C6H4-COOH], which exists as an equilibrium mixture with (COD)(H)RhCl(-OCOC6H4-2-PPh2) more reactive than the hydride-free catalysts. A hydride addition-elimination mechanism is suggested as the major pathway for the catalytic process.
KW - 1-Octen-3-ol
KW - Double bond migration
KW - Phase transfer catalysis
KW - Rhodium
UR - http://www.scopus.com/inward/record.url?scp=0030974036&partnerID=8YFLogxK
U2 - 10.1016/S1381-1169(96)00374-3
DO - 10.1016/S1381-1169(96)00374-3
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AN - SCOPUS:0030974036
SN - 1381-1169
VL - 118
SP - 55
EP - 61
JO - Journal of Molecular Catalysis A: Chemical
JF - Journal of Molecular Catalysis A: Chemical
IS - 1
ER -