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A new approach to the design of heterogeneous single-site enantioselective catalysts

Record type: Article

We analyze the merits of an approach to the design of enantioselective catalysts that relies on constraining an anchored organometallic complex at the inner walls of mesoporous silica. Two distinct metal centers {Rh(I) and Pd(II)}, three distinct diamino ligands {(S)-(-)-2-aminomethyl-1-ethylpyrrolidine, (AMP), (S)-(+)-(2-pyrrolidinyl-methyl)pyrrolidine, (PMP), and (1R,2R)-(+)-1,2-diphenylethylenediamine, (DED)}, two distinct methods of anchoring (a covalent and a noncovalent one), and two specific examples of enantioselective hydrogenation (the asymmetric hydrogenation of the C=C bond in E--phenylcinnamic acid and the asymmetric hydrogenation of the C=O bond in methyl benzoylformate) have been investigated. Values of enantiomeric excess (ee) ranging from a low of 66 to a high of 93 have been achieved by this approach. Moreover, the catalysts are robust and stand up well to recycling.

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Citation

Jones, Matthew D., Raja, Robert, Thomas, John Meurig and Johnson, Brian F.G. (2003) A new approach to the design of heterogeneous single-site enantioselective catalysts Topics in Catalysis, 25, (1-4), pp. 71-79. (doi:10.1023/B:TOCA.0000003099.40587.3a).

More information

Published date: November 2003
Keywords: platinum, mesoporous silica, molecular-sieves, diamine ligands, hydrogenation, performance, surfaces, heterogeneous, asymmetric catalysis, concavity, asymmetric hydrogenation, chiral catalysts, step

Identifiers

Local EPrints ID: 54169
URI: http://eprints.soton.ac.uk/id/eprint/54169
ISSN: 1022-5528
PURE UUID: bb2b3d00-5587-45ec-be03-a687c0150c41
ORCID for Robert Raja: ORCID iD orcid.org/0000-0002-4161-7053

Catalogue record

Date deposited: 29 Jul 2008
Last modified: 17 Jul 2017 14:36

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Contributors

Author: Matthew D. Jones
Author: Robert Raja ORCID iD
Author: John Meurig Thomas
Author: Brian F.G. Johnson

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