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Chelated Ruthenium Catalysts for Z-Selective Olefin Metathesis

Endo, Koji and Grubbs, Robert H. (2011) Chelated Ruthenium Catalysts for Z-Selective Olefin Metathesis. Journal of the American Chemical Society, 133 (22). pp. 8525-8527. ISSN 0002-7863. PMCID PMC3121191. https://resolver.caltech.edu/CaltechAUTHORS:20110627-091657365

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Abstract

We report the development of ruthenium-based metathesis catalysts with chelating N-heterocyclic carbene (NHC) ligands that catalyze highly Z-selective olefin metathesis. A very simple and convenient procedure for the synthesis of such catalysts has been developed. Intramolecular C–H bond activation of the NHC ligand, promoted by anion ligand substitution, forms the appropriate chelate for stereocontrolled olefin metathesis.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja202818vDOIArticle
http://pubs.acs.org/doi/full/10.1021/ja202818vPublisherArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3121191/PubMed CentralArticle
ORCID:
AuthorORCID
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 2011 American Chemical Society. Received: March 28, 2011. Published in issue June 08, 2011. Publication Date (Web): May 12, 2011. We thank Mr. B. K. Keitz, Mr.M. B. Herbert, and Dr. P. Teo for helpful discussions and suggestions for this work, Materia, Inc. for the generous donation of catalysts, and Dr. M. W. Day and Mr. L. M. Henling for X-ray crystallography. The Bruker KAPPA APEXII X-ray diffractometer was purchased via an NSF CRIF:MU award to the California Institute of Technology, CHE-0639094. This work was financially supported by National Institutes of Health (NIH 5R01GM031332-27) and Mitsui Chemicals, Inc.
Funders:
Funding AgencyGrant Number
NSFCHE-0639094
NIHNIH-5R01GM031332-27
Mitsui Chemicals, Inc.UNSPECIFIED
Issue or Number:22
PubMed Central ID:PMC3121191
Record Number:CaltechAUTHORS:20110627-091657365
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20110627-091657365
Official Citation:Chelated Ruthenium Catalysts for Z-Selective Olefin Metathesis Koji Endo, Robert H. Grubbs Journal of the American Chemical Society 2011 133 (22), 8525-8527
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:24214
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:27 Jun 2011 16:43
Last Modified:03 Oct 2019 02:54

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