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

Protonolysis of a Ruthenium–Carbene Bond and Applications in Olefin Metathesis


The synthesis of a ruthenium complex containing an N-heterocylic carbene (NHC) and a mesoionic carbene (MIC) is described wherein addition of a Brønsted acid results in protonolysis of the Ru–MIC bond to generate an extremely active metathesis catalyst. Mechanistic studies implicated a rate-determining protonation step in the generation of the metathesis-active species. The activity of the NHC/MIC catalyst was found to exceed those of current commercial ruthenium catalysts.

Additional Information

© 2011 American Chemical Society. Received: April 4, 2011. Published: May 16, 2011. Lawrence Henling and Dr. Michael Day are acknowledged for X-ray crystallographic analysis. Prof. Dennis Dougherty and Dr. Jay Labinger are thanked for helpful discussions. We are grateful to Dr. Alexey Fedorov for assisting with mass spectrometry studies and instrumentation. Financial support by NDSEG (fellowship to B.K.K.), FQNRT (fellowship to J.B.), NIH (R01GM68825, 5R01GM031332), and NSF (CHE-1048404) is acknowledged. The instrumentation facilities where this work was carried out were supported by NSF CHE-063094 and NIH RR027690.

Attached Files

Accepted Version - nihms297164.pdf

Supplemental Material - ja203070r_si_001.pdf

Supplemental Material - ja203070r_si_002.cif


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