Unexpected Rearrangement Leading to Formation of a 1,3-Bis(triphenylphosphonio)prop-1-en-3-idyl Carboxylate

R. Alan Aitken, Lee P. Cleghorn, Rebecca M. Leitch, Louis C. Morrill, Alexandra M. Z. Slawin

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

Whereas bipheny1-4,4'-dicarbonyl dichloride reacts with methylenetriphenylphosphorane to give the expected bis-(acylylide) 1, the same reaction of biphenyl-2,2'-dicarbonyl dichloride results in a multistep rearrangement leading to the zwitterionic 2-[1,3-bis(triphenylphosphonio)prop-1-en-3-id-2-yl]bipheny1-2'-carboxylate 2. X-ray crystal structures of both 1 and 2 are reported.

Original languageEnglish
Pages (from-to)3211-3214
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2010
Issue number17
DOIs
Publication statusPublished - Jun 2010

Keywords

  • Rearrangement
  • Phosphorus
  • Ylides
  • PHOSPHORUS YLIDES
  • BU3P
  • DMAD

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