Lithiations of phosphane oxides

David R. Armstrong, Robert P. Davies, Lorraine Dunbar, Paul R. Raithby, Ronald Snaith, Andrew E.H. Wheatley

Research output: Contribution to journalArticlepeer-review

Abstract

Two studies on lithiated phosphane oxides (Horner-Wittig reagents) are reported. In the first, attempted deprotonation of Ph2P(O)CH3 using the lithium amide (Me3Si)2NLi leads merely to an adduct between the two species and suggests thereby an initiation step for many lithiation reactions. The mechanism and energetics of deprotonation have been studied further by ab initio MO calculations on the model system H2P(O)CH3 + H2NLi. In a related study the phosphane oxide Ph2P(O)CH2CHMeEt has been successfully lithiated in non-Lewis base media, affording a tetrameric (LiO)4 cubane structure whose key feature is the presence of Li-C bonds.

Original languageEnglish
Pages (from-to)51-62
Number of pages12
JournalPhosphorus, Sulfur and Silicon and Related Elements
Volume124
DOIs
Publication statusPublished - 1 Jan 1997

Keywords

  • Lithiations
  • Phosphane oxides
  • X-ray structures

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

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