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Ruthenium carbene complexes bearing an anionic carboxylate chelated to a hemilabile ligand.
Chemistry. 2008; 14(9):2686-92.C

Abstract

A series of bidentate ruthenium-based NHC complexes with the general formula [(H(2)IMes)(kappa(2)-L-COO)ClRu=CHPh)], where L is either PAr(3), HNR(2), or ROR, were prepared from commercially available [(H(2)IMes)(PCy(3))Cl(2)Ru(CHPh)] (2) and the appropriate ligand. The catalytic activities of the complexes were evaluated in ring-closing metathesis reactions. The type of donor ligand has a major impact on both the initiation behavior and also the stability of the complexes. Upon addition of CuCl to the reaction mixture the initiation is improved for the phosphine or amine containing chelates. For the P,O-chelate, the fast initiation was followed by decomposition. In the case of the N,O-containing chelate, a stable catalytic system was achieved. Trapping experiments support that the nitrogen lone-pair reversibly coordinates CuCl during the reaction.

Authors+Show Affiliations

Division of Chemistry and Chemical Engineering, Arnold and Mabel Beckman Laboratories of Chemical Synthesis, California Institute of Technology, Pasadena, CA 91125, USA.No affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18236478

Citation

Samec, Joseph S M., and Robert H. Grubbs. "Ruthenium Carbene Complexes Bearing an Anionic Carboxylate Chelated to a Hemilabile Ligand." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 14, no. 9, 2008, pp. 2686-92.
Samec JS, Grubbs RH. Ruthenium carbene complexes bearing an anionic carboxylate chelated to a hemilabile ligand. Chemistry. 2008;14(9):2686-92.
Samec, J. S., & Grubbs, R. H. (2008). Ruthenium carbene complexes bearing an anionic carboxylate chelated to a hemilabile ligand. Chemistry (Weinheim an Der Bergstrasse, Germany), 14(9), 2686-92. https://doi.org/10.1002/chem.200701495
Samec JS, Grubbs RH. Ruthenium Carbene Complexes Bearing an Anionic Carboxylate Chelated to a Hemilabile Ligand. Chemistry. 2008;14(9):2686-92. PubMed PMID: 18236478.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Ruthenium carbene complexes bearing an anionic carboxylate chelated to a hemilabile ligand. AU - Samec,Joseph S M, AU - Grubbs,Robert H, PY - 2008/2/1/pubmed PY - 2008/6/17/medline PY - 2008/2/1/entrez SP - 2686 EP - 92 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 14 IS - 9 N2 - A series of bidentate ruthenium-based NHC complexes with the general formula [(H(2)IMes)(kappa(2)-L-COO)ClRu=CHPh)], where L is either PAr(3), HNR(2), or ROR, were prepared from commercially available [(H(2)IMes)(PCy(3))Cl(2)Ru(CHPh)] (2) and the appropriate ligand. The catalytic activities of the complexes were evaluated in ring-closing metathesis reactions. The type of donor ligand has a major impact on both the initiation behavior and also the stability of the complexes. Upon addition of CuCl to the reaction mixture the initiation is improved for the phosphine or amine containing chelates. For the P,O-chelate, the fast initiation was followed by decomposition. In the case of the N,O-containing chelate, a stable catalytic system was achieved. Trapping experiments support that the nitrogen lone-pair reversibly coordinates CuCl during the reaction. SN - 0947-6539 UR - https://www.unboundmedicine.com/medline/citation/18236478/Ruthenium_carbene_complexes_bearing_an_anionic_carboxylate_chelated_to_a_hemilabile_ligand_ DB - PRIME DP - Unbound Medicine ER -