A redox-neutral catalysis strategy has been designed for the development of phosphorus-mediated substitution and elimination reactions. This new concept has been validated through the development of catalytic Appel halogenation reactions of alcohols, catalytic deoxydichlorination reaction of aldehydes and catalytic dehydration reaction of oximes. In these new catalytic reactions, oxalyl chloride is used as a consumable stoichiometric reagent to generate the chlorophosphonium salts responsible for halogenation or elimination from catalytic phosphine oxides. Therefore, phosphine oxides have been transformed from the stoichiometric waste products in traditional phosphorous-mediated reactions into organocatalysts. The substrate scope, limitations and mechanisms of the new catalytic reactions have been fully explored. Finally, a new cross coupling reaction berween triarylphospbines and aryl boronic acids has been developed for the synthesis of tetraarylphosphoruum salts.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:594243 |
| Date | January 2013 |
| Creators | An, Jie |
| Publisher | University of Nottingham |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
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