Allenic phosphonium borate zwitterions: Via a phosphonium allenylidene intermediate

Lucas C. Torres, Roman Dobrovetsky, Christopher B. Caputo

Research output: Contribution to journalArticlepeer-review


We describe the synthesis of alkynyl phosphanes of the type R2P-CC-C(OCH3)Ph2 (R = Ph, Cy) and investigate their transformation to geminally substituted phosphonium borato-allene zwitterions upon their reaction with B(C6F5)3. The mechanism for this transformation was studied experimentally and by density functional theory computations (DFT), suggesting the intermediacy of an unsaturated 3-coordinate phosphonium electrophile akin to a methylene phosphonium cation.

Original languageEnglish
Pages (from-to)8272-8275
Number of pages4
JournalChemical Communications
Issue number67
StatePublished - 28 Aug 2021

All Science Journal Classification (ASJC) codes

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


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