Manville, Charles (2010) New organic and organometallic catalysts for asymmetric synthesis. PhD thesis, University of Warwick.

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Abstract

Monodentate phosphorus ligands based on BINOL have been synthesised and
applied to metal catalysed pressure hydrogenation and conjugate addition.
Novel phosphorus containing enantioselective organocatalysts have been synthesised
from DPEN and proline, and studied in the Michael addition of acetone to trans-β-
nitrostyrenes, with up to 96 % e.e. The optimum reaction conditions for reaction rate
and enantioselectivity have been investigated. Related proline-DPEN coupled
organocatalysts have been synthesised and applied to the coupling reaction between
DEAD and aldehydes.
The proline-DPEN coupled compounds have been investigated for uses as ligands in
the ruthenium catalysed asymmetric transfer hydrogenation of ketones in an aqueous
medium. The hydrogenation reactions can be performed with good conversions and
up to 98% e.e.

Item Type:	Thesis or Dissertation (PhD)
Subjects:	Q Science > QD Chemistry
Library of Congress Subject Headings (LCSH):	Asymmetric synthesis, Catalysts -- Synthesis, Ligands -- Synthesis, Organometallic compounds, Organic compounds
Official Date:	October 2010
Dates:	Date Event October 2010 Submitted
Institution:	University of Warwick
Theses Department:	Department of Chemistry
Thesis Type:	PhD
Publication Status:	Unpublished
Supervisor(s)/Advisor:	Wills, Martin
Sponsors:	Engineering and Physical Sciences Research Council (EPSRC) ; Rhodia (Firm)
Extent:	xi, 207 leaves : ill.
Language:	eng
URI:	http://wrap.warwick.ac.uk/id/eprint/35525

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