Frustrated Lewis pair meditated selective single fluoride substitution in trifluoromethyl groups.

07:00 EST 14th January 2020 | BioPortfolio

Summary of "Frustrated Lewis pair meditated selective single fluoride substitution in trifluoromethyl groups."

Single fluoride substitution in trifluoromethylarenes is an ongoing synthetic challenge that often leads to 'over-reaction', where multiple fluorides are replaced. Development of this reaction would allow simple access to a vast range of difluorome-thyl derivatives of current interest to pharmaceutical, agrochemistry and materials sciences. Using a Frustrated Lewis Pair approach, we have developed a generic protocol that allows a single substitution of one fluoride in trifluoromethyl groups with neutral phosphine and pyridine bases. The resulting phosphonium and pyridinium salts can be further functionalized via nucleophilic substitution, photoredox coupling and electrophilic transfer reactions allowing the generation of a vast array of difluoromethyl products.


Journal Details

This article was published in the following journal.

Name: Journal of the American Chemical Society
ISSN: 1520-5126


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