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Title: Iron and ruthenium catalysts for asymmetric synthesis
Author: Darwish, Moftah
ISNI:       0000 0004 2748 7234
Awarding Body: University of Warwick
Current Institution: University of Warwick
Date of Award: 2012
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A series of chiral di-, tri- and tetra amine ligands were synthesised from enantiomerically pure 1,2-cyclohexanediamine and 1,2-diphenylethanediamine and, in combination with Ru(II) or Fe(II), employed as asymmetric catalysts in the epoxidation of aromatic alkenes, hydrosilylation of acetophenone, nitro-aldol reaction and asymmetric transfer hydrogenation (ATH) of different ketones. A novel class of tridentate ruthenium catalysts of general structure 239 below were developed. Specifically, a novel class of tridentate ligand was synthesised and a derivative of (R,R)-N-tosyl-1,2-diphenyl-1,2-ethylenediamine ((R,R)-TsDPEN) and was found to provide the best activity and selectivity in reduction reactions with Ru3(CO)12. Reaction conditions were optimised using 239 for the ruthenium-catalysed ATH of a number of ketones. In particular, it was found that the presence of meta-methoxy substituent on the aromatic ring of the substrate yields optimal results under the ATH conditions employed for 48 h (98% conv., 94% ee). Also, aryl ketones substituted at the ortho position were reduced in almost quantitative yield, with enantiomeric excesses greater than 90% in some cases.
Supervisor: Not available Sponsor: Libyan Government
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: QD Chemistry