Long-Range C–H Bond Activation by RhIII-Carboxylates

Autor: Robert J. Nielsen, Michal Sabat, Ross Fu, T. Brent Gunnoe, William A. Goddard, Matthew E. O'Reilly
Rok vydání: 2014
Předmět:
Zdroj: Journal of the American Chemical Society. 136:14690-14693
ISSN: 1520-5126
0002-7863
DOI: 10.1021/ja508367m
Popis: Traditional C–H bond activation by a concerted metalation–deprotonation (CMD) mechanism involves precoordination of the C–H bond followed by deprotonation from an internal base. Reported herein is a “through-arene” activation of an uncoordinated benzylic C–H bond that is 6 bonds away from a Rh^(III) ion. The mechanism, which was investigated by experimental and DFT studies, proceeds through a dearomatized xylene intermediate. This intermediate was observed spectroscopically upon addition of a pyridine base to provide a thermodynamic trap.
Databáze: OpenAIRE