Rushworth, Philip John (2011) Quantitative asymmetric reaction kinetics. PhD thesis, University of Warwick.

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Abstract

The comparison of catalysts for producing chiral materials is of vital importance in the improvement of reaction scope and efficacy. Here we describe a new method of analysing the kinetics of the stereodetermining steps in asymmetric reactions by performing ligand/catalyst competition experiments against an internal standard and measuring the enantiomeric excess obtained at a variety of ratios of ligand/catalyst to internal standard. From these enantiomeric excess measurements, we can establish the relative rate of reaction between the ligand/catalyst systems and the internal standard, allowing us to make indirect comparisons of the rates at which the ligands/catalysts perform the reaction. Here we take this method and apply it to three common synthetic procedures: the Sharpless asymmetric dihydroxylation, the asymmetric Michael addition of malonates to nitroalkenes and palladium catalysed asymmetric allylation reaction.

Item Type:	Thesis or Dissertation (PhD)
Subjects:	Q Science > QD Chemistry
Library of Congress Subject Headings (LCSH):	Enantioselective catalysis, Chemical kinetics
Date:	October 2011
Institution:	University of Warwick
Theses Department:	Department of Chemistry
Thesis Type:	PhD
Publication Status:	Unpublished
Supervisor(s)/Advisor:	Fox, David
Sponsors:	Engineering and Physical Sciences Research Council (EPSRC)
Extent:	x, 218 leaves : ill., charts
Language:	eng
URI:	http://wrap.warwick.ac.uk/id/eprint/45827

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