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Highly effective design strategy for the heterogenisation of chemo- and enantioselective organocatalysts

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.
2044-4753
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
684a36ec-9847-4604-82e7-71234cd44090
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b
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, 660-665. (doi:10.1039/C4CY00895B).

Record type: Article

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.

Full text not available from this repository.

More information

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: https://eprints.soton.ac.uk/id/eprint/369198
ISSN: 2044-4753
PURE UUID: 738767ef-f2fe-4c80-a6e7-81d44e9e8aee
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521
ORCID for Robert Raja: ORCID iD orcid.org/0000-0002-4161-7053

Catalogue record

Date deposited: 29 Sep 2014 13:00
Last modified: 20 Jul 2019 00:54

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