Synergic effects between N-heterocyclic carbene and chelating benzylidene-ether ligands toward the initiation step of Hoveyda-Grubbs type Ru complexes

David J. Nelson, Pierre Queval, Mathieu Rouen, Magaly Magrez, Loic Toupet, Frederic Caijo, Etienne Borre, Isabelle Laurent, Christophe Crevisy, Olivier Basle, Marc Mauduit, Jonathan M. Percy

Research output: Contribution to journalArticle

31 Citations (Scopus)
91 Downloads (Pure)

Abstract

Synergic effects between ancillary N-heterocyclic carbenes [(1,3-bis(2,4,6-trimethylphenyl)-1,3-imidazoline-2-ylidene or 1,3-bis(2,6-diisopropylphenyl)-1,3-imidazoline-2-ylidene] and chelating benzylidene ether ligands were investigated by studying initiation rates and kinetic profiles of Hoveyda-Grubbs (HG) type Ru complexes. A newly designed Ru-benzylidene-oxazinone precatalyst 4 was compared with Grela and Blechert complexes bearing modified isopropyloxy chelating leaving groups and with the standard HG complex to understand how the ancillary and the leaving ligands interact and influence the catalytic activity.

Original languageEnglish
Pages (from-to)259-264
Number of pages6
JournalACS Catalysis
Volume3
Issue number2
DOIs
Publication statusPublished - Feb 2013

Keywords

  • ring-closing metathesis
  • N-heterocyclic carbenes
  • mechanism
  • Hoveyda-Grubbs type complexes
  • opening/cross metathesis
  • efficient
  • olefin metathesis
  • new generation
  • kinetic studies
  • chemical stability
  • cross metathesis
  • sterically hindered olefins
  • relevant

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