A mechanistic study of the chromium(II)-mediated transformations of trichloromethyl alkyls and carbinols: evidence for carbene, carbyne, and carbenoid intermediates

Romain Bejot, Steve Tisserand, De Run Li, J R Falck, Charles Mioskowski

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

Using CrCl2 in THF at room temperature, trichloromethyl carbinols and trichloromethylalkanes are readily transformed to the highly reactive α-chlorocarbenes, carbynes and α-chloro-α-chromium(III) vinylidene carbenoids. A mechanistic study is carried out to determine the nature of the intermediates.

Original languageEnglish (US)
Pages (from-to)3855-3858
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number22
DOIs
StatePublished - May 28 2007

Keywords

  • Carbene
  • Carbyne
  • Chromium
  • Isotopic labeling
  • Rearrangement

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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