Chelate-Assisted Oxidative Coupling Reaction of Arylamides and Unactivated Alkenes: Mechanistic Evidence for Vinyl C–H Bond Activation Promoted by an Electrophilic Ruthenium-Hydride Catalyst

Authors

Ki Hyeok Kwon, Marquette University
Do W. Lee, Marquette University
Chae S. Yi, Marquette UniversityFollow

Document Type

Article

Publication Date

10-21-2010

Source Publication

Organometallics

Source ISSN

0276-7333

Abstract

The cationic ruthenium hydride complex [(η⁶-C₆H₆)(PCy₃)(CO)RuH]⁺BF₄⁻ was found to be a highly regioselective catalyst for the oxidative C−H coupling reaction of aryl-substituted amides and unactivated alkenes to give o-alkenylamide products. The kinetic and spectroscopic analyses support a mechanism involving a rapid vinyl C−H activation followed by a rate-limiting C−C bond formation step.

Comments

Accepted version. Organometallics, Vol. 29, No. 22 (October 21, 2010): 5748-5750. DOI. © 2010 American Chemical Society. Used with permission.

Recommended Citation

Kwon, Ki Hyeok; Lee, Do W.; and Yi, Chae S., "Chelate-Assisted Oxidative Coupling Reaction of Arylamides and Unactivated Alkenes: Mechanistic Evidence for Vinyl C–H Bond Activation Promoted by an Electrophilic Ruthenium-Hydride Catalyst" (2010). Chemistry Faculty Research and Publications. 368.
https://epublications.marquette.edu/chem_fac/368