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An Isolable Phosphaethynolatoborane and Its Reactivity.

Daniel W N Wilson1, Alexander Hinz1, Jose M Goicoechea1

  • 1Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Angewandte Chemie (International Ed. in English)
|January 10, 2018
PubMed
Summary
This summary is machine-generated.

Researchers synthesized a stable phosphaethynolatoborane, [B]OCP, revealing enhanced P-C triple bond character. This compound undergoes diverse reactions, including dimerization and reactions with organolithium reagents, yielding novel cyclic and acyclic boron-containing phosphorus compounds.

Keywords:
1,3,2-diazaboroles1H-diphosphirenes2-phosphaethynolatesphosphalkenesphosphorus

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Area of Science:

  • Organometallic Chemistry
  • Boron Chemistry
  • Phosphorus Chemistry

Background:

  • Phosphaethynolate anions (PCO-) are reactive species.
  • Stabilization of such anions is crucial for exploring their chemistry.
  • Boron-containing heterocycles offer unique electronic and structural properties.

Purpose of the Study:

  • To synthesize and characterize a stable phosphaethynolatoborane, [B]OCP.
  • To investigate the reactivity of the P-C bond with increased triple bond character.
  • To explore the formation of novel boron- and phosphorus-containing compounds.

Main Methods:

  • Synthesis of [B]OCP using a specific boryl ligand.
  • Reactivity studies involving dimerization in donor solvents and nickel-mediated reactions.
  • Reactions with organolithium reagents (MesLi) followed by electrophilic trapping.

Main Results:

  • Stable phosphaethynolatoborane [B]OCP was synthesized and characterized.
  • Dimerization in donor solvents yielded a cyclic 6π-aromatic compound (2) that decarbonylates under UV light.
  • Nickel-mediated dimerization produced an isomeric diphosphacyclobutene.
  • Reaction with MesLi led to boryl migration and formation of a lithoxy-boryl-phosphaalkene.

Conclusions:

  • The boryl group stabilizes the phosphaethynolatoborane, enhancing P-C triple bond character.
  • The compound exhibits diverse reactivity, leading to novel cyclic and acyclic organoboron-phosphorus compounds.
  • This work expands the scope of accessible boron- and phosphorus-containing molecules.