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Investigation of new mechanochemical and organofluorine synthetic methods

Howard, Joseph L. 2015. Investigation of new mechanochemical and organofluorine synthetic methods. MPhil Thesis, Cardiff University.
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Abstract

Novel methods for the introduction of fluorine into organic molecules were investigated. The first method explored the use of mechanochemistry to introduce nucleophiles other than the solvent, acetonitrile, during a fluorous Ritter reaction. However, it was found that oxygen-based nucleophiles were able to attack the intermediate carbocation despite the presence of acetonitrile. A substrate scope of this oxy-fluorination reaction was investigated and moderate to good yields were achieved. The second method explored was the synthesis of difluoromethythioethers. It was discovered that disulfides could be used as precursers with difluoromethyltrimethylsilane (TMSCF2H) as the difluoromethylating reagent. The reaction was optimised and substrate scope explored demonstrating a versatile method that could afford difluoromethylthioethers in good yields.

Item Type: Thesis (MPhil)
Status: Unpublished
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Date of First Compliant Deposit: 30 March 2016
Last Modified: 17 Oct 2019 02:37
URI: http://orca.cardiff.ac.uk/id/eprint/87323

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