This thesis describes the synthesis of a number of hydroxy vinylsulphoxides and sulphones by a high pressure modification of the Baylis-Hillman reaction, together with their directed hydrogenation catalysed by rhodium catalysts. A detailed kinetic analysis of a number of the hydrogenation reactions carried out by numerical analysis is also presented. Chapter 1 serves as an introduction to directed hydrogenation and the chemistry of sulphur containing compounds. Chapter 2 details the synthesis of catalysts and substrates used in hydrogenation reactions. The use of high pressures to improve the performance of the Baylis-Hillman reaction is included. Chapter 3 details the products and the selectivity obtained in the hydrogenation of hydroxy vinylsulphoxides and sulphones. The kinetic resolution of 3-phenyl-2-(phenylsulphonyl)- propene-3-ol using a DiPAMP rhodium catalyst is described. Chapter 4 details the numerical analysis of the kinetics of the hydrogenation reactions of a number of hydroxy vinylsulphoxides and sulphones.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:305545 |
| Date | January 1992 |
| Creators | Price, David Wilfred |
| Publisher | University of Oxford |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Source | http://ora.ox.ac.uk/objects/uuid:725ef76d-0cc3-4b6c-afa4-ff95f078b6da |
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