A new approach to the design of heterogeneous single-site enantioselective catalysts
A new approach to the design of heterogeneous single-site enantioselective catalysts
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.
platinum, mesoporous silica, molecular-sieves, diamine ligands, hydrogenation, performance, surfaces, heterogeneous, asymmetric catalysis, concavity, asymmetric hydrogenation, chiral catalysts, step
71-79
Jones, Matthew D.
7fc828a3-a068-4b7f-ac05-86ad47843cff
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b
Thomas, John Meurig
f1d9bb61-4e2c-4c4b-8115-953d0f3d36bd
Johnson, Brian F.G.
4912806f-8ff8-4315-aa16-7701bf48a34a
November 2003
Jones, Matthew D.
7fc828a3-a068-4b7f-ac05-86ad47843cff
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b
Thomas, John Meurig
f1d9bb61-4e2c-4c4b-8115-953d0f3d36bd
Johnson, Brian F.G.
4912806f-8ff8-4315-aa16-7701bf48a34a
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), .
(doi:10.1023/B:TOCA.0000003099.40587.3a).
Abstract
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.
This record has no associated files available for download.
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
Catalogue record
Date deposited: 29 Jul 2008
Last modified: 16 Mar 2024 03:51
Export record
Altmetrics
Contributors
Author:
Matthew D. Jones
Author:
John Meurig Thomas
Author:
Brian F.G. Johnson
Download statistics
Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.
View more statistics
