C–F Bond Activation of a Perfluorinated Ligand Leading to Nucleophilic Fluorination of an Organic Electrophile

Morgan, Patrick J., Hanson-Heine, Magnus W. D., Thomas, Hayden P., Saunders, Graham C., Marr, Andrew C. and Licence, Peter ORCID: https://orcid.org/0000-0003-2992-0153 (2020) C–F Bond Activation of a Perfluorinated Ligand Leading to Nucleophilic Fluorination of an Organic Electrophile. Organometallics, 39 (11). pp. 2116-2124. ISSN 0276-7333

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Abstract

We report a fluorine transfer reaction in which fluorine from a perfluorinated ligand undergoes C-F bond activation and transfers to an electrophile, resulting in the formation of a new fluorinated product and dimerization of the monodefluorinated complex. Treatment of [(η5,κ2C-C5Me4CH2C6F5CH2NC3H2NMe)-RhCl] with the organic electrophile, toluoyl chloride, resulted in the formation of a rhodium(III) metallocycle via C-F bond activation assisted defluorinative coupling. Fission of the C-F bond liberated nucleophilic fluoride, which converted acyl chloride to acyl fluoride. The overall reaction was monitored using a multivariate analysis approach in real time.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry, Pharmacy and Pharmacology
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Depositing User: LivePure Connector
Date Deposited: 05 Oct 2026 11:43
Last Modified: 06 Oct 2026 23:25
URI: https://ueaeprints.uea.ac.uk/id/eprint/104722
DOI: 10.1021/acs.organomet.0c00176

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