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Published March 17, 2016 | Accepted Version + Supplemental Material
Journal Article Open

A Ruthenium Catalyst for Olefin Metathesis Featuring an Anti-Bredt N-Heterocyclic Carbene Ligand


A ruthenium complex bearing an "anti-Bredt" N-heterocyclic carbene was synthesized, characterized and evaluated as a catalyst for olefin metathesis. Good conversions were observed at room temperature for the formation of di- and tri-substituted olefins by ring-closing metathesis. It also allowed for the ring-opening metathesis polymerization of cyclooctadiene, as well as for the cross-metathesis of cis-1,4-diacetoxy-2-butene with allylbenzene, with enhanced Z/E kinetic selectivity over classical NHC-based catalysts.

Additional Information

© 2016 Wiley-VCH Verlag GmbH & Co. Received: December 14, 2015; Revised: January 13, 2016; Published online: February 9, 2016. This work was financially supported by the DOE (DEFG02- 13ER16370), the NIH (5R01M031332), the NSF (CHE-1212767) and NSERC (fellowship to VMM). Thanks are due to B. Donnadieu for the X-ray diffraction study, Dr. David VanderVelde (Caltech NMR facility) for assistance with NMR experiments, and Dr. Scott Virgil (Caltech Center for Catalysis and Chemical Synthesis) for assistance with GC experiments.

Attached Files

Accepted Version - nihms813085.pdf

Supplemental Material - adsc_201501140_sm_miscellaneous_information.pdf


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