Hydroxycarbonylation of styrene with palladium catalysts The influence of the mono- and bidentate phosphorus ligand | Health & Environmental Research Online (HERO)

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HERO ID

4019389

Reference Type

Journal Article

Title

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

Author(s)

del Rio, I; Ruiz, N; Claver, C; van der Veen, LA; van Leeuwen, PWNM

Year

2000

Is Peer Reviewed?

Yes

Journal

Journal of Molecular Catalysis A: Chemical
ISSN: 1381-1169

Volume

161

Issue

1-2

Page Numbers

39-48

Language

English

DOI

10.1016/S1381-1169(00)00359-9

Web of Science Id

WOS:000089923200006

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-0034613926&doi=10.1016%2fS1381-1169%2800%2900359-9&partnerID=40&md5=5915bab02fea76046ccb4ba031b2d181
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Abstract

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.

Keywords

carbonylation; palladium; catalysis; phosphine ligand; regioselectivity