Epoxides are very useful key intermediates in the construction of synthetically challenging molecules. Owing to their strategic importance in organic synthesis, novel polymer-supported iminium salts were investigated for the catalytic oxidation of unfunctionalised alkenes. A solid-phase methodology was initiated and then developed for the evaluation of several heterogeneous catalysts. In an initial approach, immobilised iminium salts were prepared by condensation of 2-(bromoethyl)benzaldehyde with commercially available aminomethyl resins. These materials were shown to be able to successfully catalyse the epoxidation of 1-phenylcyclohexene. The epoxidation reactions were performed in a triphasic system using Oxone® as the oxidising agent and 25 mol% of the catalyst. For all the resin type employed, namely NovaSyn TG, NovaGel, ArgoGel or PEGA, complete conversion of the alkenes to their respective epoxides was obtained.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:289574 |
| Date | January 2005 |
| Creators | Ho-Hune, Patricia |
| Publisher | Loughborough University |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Source | https://dspace.lboro.ac.uk/2134/35643 |
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