Iron-catalyzed intermolecular [2π + 2π] cycloaddition

Sarah K. Russell, Emil Lobkovsky, Paul J. Chirik

Research output: Contribution to journalArticle

98 Scopus citations

Abstract

The bis(imino)pyridine iron dinitrogen compounds, (iPrPDI) Fe(N2)2 and [(MePDI)Fe(N2)] 22-N2) (RPDI = 2,6-(2,6-R 2-C6H3N=CMe)2C5H 3N; R = iPr, Me), promote the catalytic intermolecular [2π + 2π] cycloaddition of ethylene and butadiene to form vinylcyclobutane. Stoichiometric experiments resulted in isolation of a catalytically competent iron metallocycle intermediate, which was shown to undergo diene-induced C-C reductive elimination. Deuterium labeling experiments establish competitive cyclometalation of the bis(imino)pyridine aryl substituents during catalytic turnover.

Original languageEnglish (US)
Pages (from-to)8858-8861
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number23
DOIs
StatePublished - Jun 15 2011

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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