Olefin metathesis-active ruthenium complexes bearing a nucleophilic carbene ligand

J K Huang, E D Stevens, Steven Patrick Nolan, J L Petersen

Research output: Contribution to journalArticlepeer-review

1039 Citations (Scopus)

Abstract

The reaction of [Cp*RuCl](4) (1, Cp* = eta(5)-C5Me5) with the carbene ligand 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (IMes) affords a coordinatively unsaturated Cp*Ru(IMes)Cl (3) complex in 86% isolated yield. Solution calorimetric results in this system provide information concerning the electron donor properties of the carbene ligand, which are very similar to those of PCy3. Structural information from single-crystal X-ray studies for complex 3 allows the determination of steric parameters associated with this ligand. The thermochemical information is used to predict the magnitude of the enthalpic driving force behind substitution reactions involving RuCl2(=C(H)Ph)(PCy3)(2) (1) and the carbene ligand, IMes, affording the RuCl2(=C(H)Ph)(PCy3)(IMes) (6) complex in high yield. A similar mixed carbene/phosphine ruthenium complex, RuCl2(=C(H)Ph)(PPh3)(IMes), can also be isolated from RuCl2(=C(H)Ph)(PPh3)(2) and the IMes ligand. A single-crystal X-ray diffraction study has been performed on 6. The thermal stability of these mixed phosphine/carbene ruthenium carbene complexes has been studied at 60 degrees C in toluene. Their catalytic activity has been evaluated for the ring closing metathesis of diethyldiallylmalonate.

Original languageEnglish
Pages (from-to)2674-2678
Number of pages5
JournalJournal of the American Chemical Society
Volume121
Issue number12
Publication statusPublished - 31 Mar 1999

Keywords

  • RING-CLOSING METATHESIS
  • TERTIARY PHOSPHINE-LIGANDS
  • SUBSTITUTION-REACTIONS
  • CATALYSTS
  • HYDROGEN
  • RUCL2(=CHR')(PR(3))(2)
  • COORDINATION
  • REACTIVITY
  • DIENES
  • MOIETY

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