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Polystyrene-supported dicyclohexylphenylphosphine adducts of amine- and phosphite-based palladacycles in the Suzuki coupling of aryl chlorides

Polystyrene-supported dicyclohexylphenylphosphine adducts of amine- and phosphite-based palladacycles in the Suzuki coupling of aryl chlorides
Polystyrene-supported dicyclohexylphenylphosphine adducts of amine- and phosphite-based palladacycles in the Suzuki coupling of aryl chlorides
The polystyrene-immobilised palladacyclic complexes [Pd(TFA)(kappa(2)-N,C-C(6)H(4)CH(2)NMe(2)){P(C(6)H(4)-4-PS)Cy(2)}] and [PdCl(kappa(2)-P,C-{P(OC(6)H(2)-2,4-(t)Bu(2))(OC(6)H(3)-2,4-(t)Bu(2))(2)}{P(C(6)H(4)-4-PS)Cy(2)}](PS = polystyrene) and the homogeneous analogues [Pd(TFA)(kappa(2)-N,C-C(6)H(4)CH(2)NMe(2))(PPhCy(2))] and PdCl(kappa(2)-P,C-{P(OC(6)H(2)-2,4-(t)Bu(2))(OC(6)H(3)-2,4-(t)Bu(2))(2)}(PPhCy(2))] were synthesised and characterised. The X-ray structure of one of the homogeneous analogues, [Pd(TFA)(kappa(2)-N,C-C(6)H(4)CH(2)NMe(2))(PPhCy(2))] was determined. All the complexes have been tested and show good activity in the Suzuki coupling of aryl chloride substrates. While the polystyrene-immobilised complexes are not recyclable, they are easily extracted and show low levels of palladium leaching.
high-activity catalysts, bond-forming reactions, triarylphosphite complexes, c-c, amination, coordination, chloroarenes
1477-9226
991-995
Bedford, Robin B.
42532c45-cb80-48cd-9e93-8c2d5059eabe
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Scordia, Véronique J.M.
be83386f-5147-43aa-8d76-f750e938ba83
Bedford, Robin B.
42532c45-cb80-48cd-9e93-8c2d5059eabe
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Scordia, Véronique J.M.
be83386f-5147-43aa-8d76-f750e938ba83

Bedford, Robin B., Coles, Simon J., Hursthouse, Michael B. and Scordia, Véronique J.M. (2005) Polystyrene-supported dicyclohexylphenylphosphine adducts of amine- and phosphite-based palladacycles in the Suzuki coupling of aryl chlorides. Dalton Transactions, (5), 991-995. (doi:10.1039/b415286g).

Record type: Article

Abstract

The polystyrene-immobilised palladacyclic complexes [Pd(TFA)(kappa(2)-N,C-C(6)H(4)CH(2)NMe(2)){P(C(6)H(4)-4-PS)Cy(2)}] and [PdCl(kappa(2)-P,C-{P(OC(6)H(2)-2,4-(t)Bu(2))(OC(6)H(3)-2,4-(t)Bu(2))(2)}{P(C(6)H(4)-4-PS)Cy(2)}](PS = polystyrene) and the homogeneous analogues [Pd(TFA)(kappa(2)-N,C-C(6)H(4)CH(2)NMe(2))(PPhCy(2))] and PdCl(kappa(2)-P,C-{P(OC(6)H(2)-2,4-(t)Bu(2))(OC(6)H(3)-2,4-(t)Bu(2))(2)}(PPhCy(2))] were synthesised and characterised. The X-ray structure of one of the homogeneous analogues, [Pd(TFA)(kappa(2)-N,C-C(6)H(4)CH(2)NMe(2))(PPhCy(2))] was determined. All the complexes have been tested and show good activity in the Suzuki coupling of aryl chloride substrates. While the polystyrene-immobilised complexes are not recyclable, they are easily extracted and show low levels of palladium leaching.

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More information

Published date: 2005
Keywords: high-activity catalysts, bond-forming reactions, triarylphosphite complexes, c-c, amination, coordination, chloroarenes

Identifiers

Local EPrints ID: 20719
URI: http://eprints.soton.ac.uk/id/eprint/20719
ISSN: 1477-9226
PURE UUID: 18fe7e28-73c0-4f9b-b1e3-988ac033a85a
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 01 Mar 2006
Last modified: 16 Mar 2024 03:05

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Contributors

Author: Robin B. Bedford
Author: Simon J. Coles ORCID iD
Author: Véronique J.M. Scordia

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