Triple dehydrofluorination as a route to amidine-functionalized, aromatic phosphorus heterocycles

Coles, Nathan T. ORCID: https://orcid.org/0000-0001-6190-9080, Groth, Lucie J., Dettling, Lea, Frost, Daniel S., Rigo, Massimo, Neale, Samuel E. and Müller, Christian 2022. Triple dehydrofluorination as a route to amidine-functionalized, aromatic phosphorus heterocycles. Chemical Communications 58 (98) , pp. 13580-13583. 10.1039/D2CC05178H

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Abstract

An unexpected route to hitherto unknown amidine-functionalized phosphinines has been developed that is rapid and simple. Starting from primary amines and CF3-substituted λ3,σ2-phosphinines, a cascade of dehydrofluorination reactions leads selectively to ortho-amidinephosphinines. DFT calculations reveal that this unusual transformation can take place via a series of nucleophilic attacks at the electrophilic, low-coordinate phosphorus atom.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1364-548X
Date of First Compliant Deposit:	4 December 2024
Date of Acceptance:	3 November 2022
Last Modified:	04 Dec 2024 10:21
URI:	https://orca.cardiff.ac.uk/id/eprint/173576

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