Ambiphilic compounds: Synthesis and structure of a phosphane-borane with a flexible diphenyl ether tether

Magnus W.P. Bebbington, Ghenwa Bouhadir, Didier Bourissou

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15 Scopus citations

Abstract

The preparation of desired phosphane-borane 1 involves selective lithiation trapping of 2-bromo-2′-iododiphenyl ether 3 to give bromophosphane 4 followed by a second lithiation/electrophilic trapping to install the boron fragment. The structure of the new phosphane-borane was verified by single-crystal X-ray diffraction studies. A problematic intramolecular cyclization of lithiated intermediate 7 in THF was prevented by the use of toluene as the solvent. This result will also be of interest to chemists seeking to prepare related unsymmetrical diphosphanes.

Original languageEnglish
Pages (from-to)4483-4486
Number of pages4
JournalEuropean Journal of Organic Chemistry
Issue number27
DOIs
StatePublished - 1 Oct 2007

Keywords

  • Ambiphilic derivatives
  • Boranes
  • Lithiation
  • Phosphanes
  • Solvent effects
  • Tethered compounds

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