title: Mechanochemical Rhodium(III)-Catalyzed C-H Bond Functionalization of Acetanilides under Solventless Conditions in a Ball Mill.
abstract: In a proof-of-principle study, a planetary ball mill was applied to rhodium(III)-catalyzed C-H bond functionalization. Under solventless conditions and in the presence of a minute amount of Cu(OAc)2, the mechanochemical activation led to the formation of an active rhodium species, thus enabling an oxidative Heck-type cross-coupling reaction with dioxygen as the terminal oxidant. The absence of an organic solvent, the avoidance of a high reaction temperature, the possibility of minimizing the amount of the metallic mediator, and the simplicity of the protocol result in a powerful and environmentally benign alternative to the common solution-based standard protocol.
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany) http://bolm.oc.rwth-aachen.de/
authors.forename: Gary N
authors.initials: GN
authors.lastname: Hermann
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany) http://bolm.oc.rwth-aachen.de/
authors.forename: Peter
authors.initials: P
authors.lastname: Becker
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany) http://bolm.oc.rwth-aachen.de/. carsten.bolm@oc.rwth-aachen.de.
authors.forename: Carsten
authors.initials: C
authors.lastname: Bolm
keywords: CH functionalization; ball milling; mechanochemistry; oxidative Heck reaction; rhodium catalysis