Reaction of lithium (2,4,6-tri-tert-butylphenyl)silylphosphides with haloforms

Shigeru Sasaki, Masaaki Yoshifuji, Naoki Inamoto

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

The reaction of lithium (tert-butyldimethylsilyl)(2,4,6-tri-tert- butylphenyl)phosphide with chloroform afforded (Z)-2-(tert-butyldimethylsilyl)- 2-chloro-1-(2,4,6-tri-tert-butylphenyl)-1- phosphaethene. The NMR study revealed a secondary phosphine resulting from a formal insertion of a dichlorocarbene to the P-Si bond as a reaction intermediate. The reaction is specific to the reactants and substrates. The use of bromoform gave a bromosilylphosphine and a 2- bromo-1-phosphaethene. A less hindered trimethylsilylphosphide afforded bis(2,4,6-tri-tertbutylphenyl) diphosphene.

Original languageEnglish
Pages (from-to)15-23
Number of pages9
JournalArkivoc
Volume2012
Issue number2
DOIs
Publication statusPublished - 2012

Keywords

  • Dichlorocarbene
  • Haloform
  • Phosphaethene
  • Silylphosphide

ASJC Scopus subject areas

  • Organic Chemistry

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