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Silica-supported imine palladacycles—recyclable catalysts for the Suzuki reaction?

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Bedford, Robin B., Cazin, Catherine Catherine Suzanne Julienne, Hursthouse, Michael B., Light, Mark E., Pike, Kevin J. and Wimperis, Stephen. (2001) Silica-supported imine palladacycles—recyclable catalysts for the Suzuki reaction? Journal of Organometallic Chemistry, Vol.633 (No.1-2). pp. 173-181. ISSN 0022328X

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Abstract

Silica-supported, imine-based palladacyclic catalysts have been synthesised and the crystal structure of complex 9, the triphenylphosphine adduct of the pre-supported precursor complex 8, has been determined. The solid-supported catalysts show considerably lower activity in the Suzuki reaction than their homogeneous counterparts. Poor recyclability of the silica-immobilised catalysts and the presence of active catalysts in solution indicate that imine-based palladacyclic catalysts are unstable with respect to liberation of zero-valent palladium species. Whilst the solid-supported complexes are not useful as catalysts, they do function as excellent mechanistic probes. Studies on model complexes give further information on the processes that cause the liberation of zero-valent species not only from the solid-supported catalysts, but also from homogeneous systems. In all cases it appears that a reductive-elimination event occurs to generate the active catalyst.

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Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Physics
Library of Congress Subject Headings (LCSH): Catalysis, Silica, Organometallic chemistry, Organic reaction mechanisms, Palladium catalysts
Journal or Publication Title: Journal of Organometallic Chemistry
Publisher: Elsevier S.A.
ISSN: 0022328X
Date: August 2001
Volume: Vol.633
Number: No.1-2
Page Range: pp. 173-181
Identification Number: 10.1016/S0022-328X(01)01080-4
Status: Peer Reviewed
Funder: Engineering and Physical Sciences Research Council (EPSRC)
Grant number: GR/M12209 (EPSRC)
URI: http://wrap.warwick.ac.uk/id/eprint/36516

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