Hydroxycarbonylation of styrene with palladium catalysts The influence of the mono- and bidentate phosphorus ligand

被引:91
作者
del Río, I
Ruiz, N
Claver, C
van der Veen, LA
van Leeuwen, PWNM
机构
[1] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, Tarragona 43005, Spain
[2] Univ Amsterdam, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands
关键词
carbonylation; palladium; catalysis; phosphine ligand; regioselectivity;
D O I
10.1016/S1381-1169(00)00359-9
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A systematic study of the hydroxycarbonylation reaction of styrene is described. The effect of the catalytic precursor and the reaction conditions on the results of the reaction was investigated. Several monophosphines (PPh3, P(p-Tol)(3), P(p-C6H4OMe)(3), P(p-C6H4F)(3), PPh2(o-Tol), PMe3, PCy3) and diphosphines (dppe, dppp, dppb, dppf, HomoXantphos, DPEphos, Xantphos, BDPP, BINAP, BPPFA, DIOP) were applied to control the regioselectivity of the reaction. The effect of the bite angle of the diphosphines has also been studied. Catalysts containing monophosphines as ligands give 2-phenylpropanoic acid as the major product and the 3-phenyl propanoic acid is obtained when diphosphines are used. Two catalytic cycles are proposed to explain the influence of the different palladium precursors with mono- and diphosphines. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:39 / 48
页数:10
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