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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. doi:10.1016/S0022-328X(01)01080-4
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Official URL: http://dx.doi.org/10.1016/S0022-328X(01)01080-4
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.
| 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 | ||||
| Official Date: | August 2001 | ||||
| Dates: |
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| Volume: | Vol.633 | ||||
| Number: | No.1-2 | ||||
| Page Range: | pp. 173-181 | ||||
| DOI: | 10.1016/S0022-328X(01)01080-4 | ||||
| Status: | Peer Reviewed | ||||
| Funder: | Engineering and Physical Sciences Research Council (EPSRC) | ||||
| Grant number: | GR/M12209 (EPSRC) |
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