A new approach to the design of heterogeneous single-site enantioselective catalysts
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), 71-79. (doi:10.1023/B:TOCA.0000003099.40587.3a).
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Description/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.
| Item Type: | Article |
|---|---|
| ISSNs: | 1022-5528 (print) |
| Related URLs: | |
| Keywords: | platinum, mesoporous silica, molecular-sieves, diamine ligands, hydrogenation, performance, surfaces, heterogeneous, mesoporous silica, asymmetric catalysis, concavity, asymmetric hydrogenation, chiral catalysts, step |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 54169 |
| Date Deposited: | 29 Jul 2008 |
| Last Modified: | 01 Jun 2011 02:34 |
| Contributors: | Jones, Matthew D. (Author) Raja, Robert (Author) Thomas, John Meurig (Author) Johnson, Brian F.G. (Author) |
| Date: | November 2003 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/54169 |
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