Liberation of methyl acrylate from metallalactone complexes via M-O ring opening (M = Ni, Pd) with methylation agents

S. Y Tina Lee, Amylia Abdul Ghani, Valerio D’Elia, Mirza Cokoja, Wolfgang A. Herrmann, Jean-Marie Basset, Fritz Kühn

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

Ring opening of various nickela- and palladalactones induced by the cleavage of the M-O bond by methyl trifluoromethanesulfonate (MeOTf) and methyl iodide (MeI) is examined. Experimental evidence supports the mechanism of ring opening by the alkylating agent followed by β-H elimination leading to methyl acrylate and a metal-hydride species. MeOTf shows by far higher efficiency in the lactone ring opening than any other methylating agent including the previously reported methyl iodide. © 2013 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Original languageEnglish (US)
Pages (from-to)3512
JournalNew Journal of Chemistry
Volume37
Issue number11
DOIs
StatePublished - 2013

ASJC Scopus subject areas

  • Materials Chemistry
  • Chemistry(all)
  • Catalysis

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