Browne, Danielle Michelle
2008.
Novel selenium catalysis.
PhD Thesis,
Cardiff University.
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Abstract
This thesis describes work carried out on catalytic selenium reagents in a range of organic transformations. Four different areas have been investigated and are reported herein. Chapter 2 reports the unsuccessful development into prochiral ligands, where three different chalcogen atoms are incorporated into either a trisubstituted structure or into a crown ether ring. Then reports how these structures could attach to a metal atom and become chiral. A SSe I SeR Chapter 3 describes a range of selenium-based ligands, which has been used in the palladium allylic substitution reaction to see if there is good co-ordination between selenium and palladium and if good enantioselectivities can be achieved. Chapter 4 describes the use of seleninic acids as catalysts in a range of reactions where the most successful is used in asymmetric Baeyer-Villiger oxidations using a range of ketones with enantiotopic migrating groups. The enantioselectivities were investigated. Chiral Catalyst I I ,0 O H202 O ASe A X R O R R CH2CI2 R ' Chiral Catalyst Chapter 5 describes the successful work on catalytic selenium reagents used to convert /,y-alkenoic acids into their corresponding butenolides. The work describes the optimum conditions investigated, asymmetric version of the reaction and also investigates mechanistic aspects of the catalytic cycle. Cat - (PhSe)2 Oxidant R 0 R C00H ' _J Solvent.
Item Type: | Thesis (PhD) |
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Status: | Unpublished |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
ISBN: | 9781303213083 |
Date of First Compliant Deposit: | 30 March 2016 |
Last Modified: | 20 Nov 2024 14:23 |
URI: | https://orca.cardiff.ac.uk/id/eprint/54706 |
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