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New systems for heterogeneous catalytic epoxidation

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thesis
posted on 31.10.2018, 15:12 by Patricia Ho-Hune
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. [Continues.]

Funding

Loughborough University and OSI Pharmaceuticals, Inc. (Case Award studentship).

History

School

  • Science

Department

  • Chemistry

Publisher

© Patricia Ho-Hune

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Publication date

2005

Notes

A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.

Language

en

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