Metallomimetic Chemistry of a Cationic, Geometrically Constrained Phosphine in the Catalytic Hydrodefluorination and Amination of Ar-F Bonds

Karina Chulsky, Irina Malahov, Deependra Bawari, Roman Dobrovetsky

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis, isolation, and reactivity of a cationic, geometrically constrained σ3-P compound in the hexaphenyl-carbodiphosphoranyl-based pincer-type ligand (1+) are reported. 1+ reacts with electron-poor fluoroarenes via an oxidative addition-type reaction of the C-F bond to the PIII-center, yielding new fluorophosphorane-type species (PV). This reactivity of 1+ was used in the catalytic hydrodefluorination of Ar-F bonds with PhSiH3, and in a catalytic C-N bond-forming cross-coupling reactions between fluoroarenes and aminosilanes. Importantly, 1+ in these catalytic reactions closely mimics the mode of action of the transition metal-based catalysts.

Original languageEnglish
Pages (from-to)3786-3794
Number of pages9
JournalJournal of the American Chemical Society
Volume145
Issue number6
DOIs
StatePublished - 15 Feb 2023

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • Biochemistry
  • Catalysis
  • Colloid and Surface Chemistry

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