title: Improved ruthenium catalysts for Z-selective olefin metathesis.
abstract: Several new C-H-activated ruthenium catalysts for Z-selective olefin metathesis have been synthesized. Both the carboxylate ligand and the aryl group of the N-heterocyclic carbene have been altered and the resulting catalysts evaluated using a range of metathesis reactions. Substitution of bidentate with monodentate X-type ligands led to a severe attenuation of metathesis activity and selectivity, while minor differences were observed between bidentate ligands within the same family (e.g., carboxylates). The use of nitrato-type ligands in place of carboxylates afforded a significant improvement in metathesis activity and selectivity. With these catalysts, turnover numbers approaching 1000 were possible for a variety of cross-metathesis reactions, including the synthesis of industrially relevant products.
authors.affiliation: Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
authors.forename: Benjamin K
authors.initials: BK
authors.lastname: Keitz
authors.forename: Koji
authors.initials: K
authors.lastname: Endo
authors.forename: Paresma R
authors.initials: PR
authors.lastname: Patel
authors.forename: Myles B
authors.initials: MB
authors.lastname: Herbert
authors.forename: Robert H
authors.initials: RH
authors.lastname: Grubbs
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D007700:Kinetics; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000475:Alkenes; D012428:Ruthenium
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