Highly effective design strategy for the heterogenisation of chemo- and enantioselective organocatalysts
Highly effective design strategy for the heterogenisation of chemo- and enantioselective organocatalysts
We have demonstrated that the covalent heterogenisation of two homogeneous organocatalysts, cinchonine and 1,4-diazabicyclo[2.2.2]octane, onto the inner walls of mesoporous silica supports results in highly active and selective solid catalysts that are easily recoverable and recyclable. We have further highlighted the efficacy of our design rationale and its amenability for tailoring the nature of the active site via meticulous choice of pore-aperture and hydrophobicity to create a superior heterogenised analogue for Michael addition and Baylis Hillman reactions. It is envisaged that this immobilisation strategy could be rationally extended to the heterogenisation of a plethora of organocatalysts.
660-665
Newland, Stephanie H.
4f4fef13-95ea-4cc5-9b45-13733eb6c06a
Xuereb, David J.
788dea38-5c2c-4590-93f0-67892c36472e
Gianotti, Enrica
2496d8d3-780f-4fe0-a43e-147e68331078
Marchese, Leonardo
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Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b
1 February 2015
Newland, Stephanie H.
4f4fef13-95ea-4cc5-9b45-13733eb6c06a
Xuereb, David J.
788dea38-5c2c-4590-93f0-67892c36472e
Gianotti, Enrica
2496d8d3-780f-4fe0-a43e-147e68331078
Marchese, Leonardo
684a36ec-9847-4604-82e7-71234cd44090
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b
Newland, Stephanie H., Xuereb, David J., Gianotti, Enrica, Marchese, Leonardo, Rios, Ramon and Raja, Robert
(2015)
Highly effective design strategy for the heterogenisation of chemo- and enantioselective organocatalysts.
Catalysis Science & Technology, .
(doi:10.1039/C4CY00895B).
Abstract
We have demonstrated that the covalent heterogenisation of two homogeneous organocatalysts, cinchonine and 1,4-diazabicyclo[2.2.2]octane, onto the inner walls of mesoporous silica supports results in highly active and selective solid catalysts that are easily recoverable and recyclable. We have further highlighted the efficacy of our design rationale and its amenability for tailoring the nature of the active site via meticulous choice of pore-aperture and hydrophobicity to create a superior heterogenised analogue for Michael addition and Baylis Hillman reactions. It is envisaged that this immobilisation strategy could be rationally extended to the heterogenisation of a plethora of organocatalysts.
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e-pub ahead of print date: 4 September 2014
Published date: 1 February 2015
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry, Faculty of Natural and Environmental Sciences
Identifiers
Local EPrints ID: 369198
URI: http://eprints.soton.ac.uk/id/eprint/369198
ISSN: 2044-4753
PURE UUID: 738767ef-f2fe-4c80-a6e7-81d44e9e8aee
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Date deposited: 29 Sep 2014 13:00
Last modified: 15 Mar 2024 03:26
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Contributors
Author:
Stephanie H. Newland
Author:
David J. Xuereb
Author:
Enrica Gianotti
Author:
Leonardo Marchese
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