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

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

Research output: Contribution to journalArticle

15 Citations (Scopus)

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

Fingerprint

phosphine
Boranes
boranes
ethers
trapping
Boron
Cyclization
Toluene
synthesis
Ether
toluene
boron
fragments
Single crystals
X ray diffraction
preparation
single crystals
diffraction
x rays
phenyl ether

Keywords

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

Cite this

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Ambiphilic compounds : Synthesis and structure of a phosphane-borane with a flexible diphenyl ether tether. / Bebbington, Magnus W.P.; Bouhadir, Ghenwa; Bourissou, Didier.

In: European Journal of Organic Chemistry, No. 27, 01.10.2007, p. 4483-4486.

Research output: Contribution to journalArticle

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