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Published June 8, 2011 | Supplemental Material + Accepted Version
Journal Article Open

Chelated Ruthenium Catalysts for Z-Selective Olefin Metathesis


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.

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.

Attached Files

Accepted Version - nihms296794.pdf

Supplemental Material - ja202818v_si_001.pdf

Supplemental Material - ja202818v_si_002.cif

Supplemental Material - ja202818v_si_003.cif

Supplemental Material - ja202818v_si_004.cif


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