Hydroboration of Phosphaalkynes by HB(C6F5)2

Lauren E. Longobardi, Timothy Johnstone, Rosalyn Falconer, Chris Russell, Douglas W. Stephan

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Abstract

The hydroboration of phosphaalkynes with Piers’ borane (HB(C6F5)2) generated unusual phosphaalkenylboranes [RCH=PB(C6F5)2]2 that persisted as dimers in both solution and the solid state. These P2B2 heterocycles underwent ring opening when subjected to nucleophiles, such as pyridine and tert-butylisocyanide, to yield monomeric phosphaalkenylborane adducts RCH=PB(C6F5)2 (L). DFT calculations were performed to probe the nature of the interaction of phosphaalkynes with boranes.
Original languageEnglish
Pages (from-to)12665 – 12669
Number of pages5
JournalChemistry - A European Journal
Volume22
Issue number36
DOIs
Publication statusPublished - 3 Aug 2016

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Structured keywords

  • BCS and TECS CDTs

Keywords

  • heterocycles
  • hydroboration
  • phosphaalkene
  • phosphaalkenylborane
  • phosphaalkyne

Cite this

Longobardi, L. E., Johnstone, T., Falconer, R., Russell, C., & Stephan, D. W. (2016). Hydroboration of Phosphaalkynes by HB(C6F5)2. Chemistry - A European Journal, 22(36), 12665 – 12669. https://doi.org/10.1002/chem.201602860