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Constraining asymmetric organometallic catalysts within mesoporous supports boosts their enantioselectivity

Raja, Robert, Thomas, John Meurig, Jones, Matthew D., Johnson, Brian F.G. and Vaughan, David E.W. (2003) Constraining asymmetric organometallic catalysts within mesoporous supports boosts their enantioselectivity Journal of the American Chemical Society, 125, (49), pp. 14982-14983. (doi:10.1021/ja030381r).

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By constraining tethered asymmetric organometallic catalysts within the nanopores of silica supports so as to increase the interaction between the pore wall and the active center (and hence to restrict access of the reactant to the catalyst) a significant improvement in enantioselectivity is achieved. A schematic illustration of a cationic chiral, organometallic catalyst, [Rh(I)(COD)PMP] {(S)-(+)-1-(2-pyrrolidinylmethyl)-pyrrolidine and cyclooctadiene}, which is non-covalently anchored, via a N–H••••F hydrogen bond with the triflate ion, CF3SO3-, to the curved inner surface of a 38 Å diameter pore of a silica support, for the asymmetric hydrogenation of the C=O bond in methyl benzoylformate to the corresponding methyl mandelate is shown. Rh (purple); N (blue); H (white); F (green); C (grey); S (yellow); O (red).

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Published date: 14 November 2003


Local EPrints ID: 44172
ISSN: 0002-7863
PURE UUID: f4275701-d522-4cce-8a90-34df38bcc423
ORCID for Robert Raja: ORCID iD

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Date deposited: 19 Feb 2007
Last modified: 17 Jul 2017 15:15

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

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