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

Nathan T. Coles, Lucie J. Groth, Lea Dettling, Daniel S. Frost, Massimo Rigo, Samuel E. Neale, Christian Müller

Research output: Contribution to journalArticlepeer-review

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 λ32-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.

Original languageEnglish
Pages (from-to)13580-13583
Number of pages4
JournalChemical Communications
Volume58
Issue number98
Early online date3 Nov 2022
DOIs
Publication statusPublished - 21 Dec 2022

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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