title: Rhodium(III) and hexabromobenzene-a catalyst system for the cross-dehydrogenative coupling of simple arenes and heterocycles with arenes bearing directing groups.
abstract: C(6)Br(six) & drugs! C(6)Br(6) can be used as the cooxidant/catalyst modifier for the [Rh(III)Cp*]-catalyzed (Cp*=C(5)Me(5)) dehydrogenative cross-coupling of benzamides with simple benzene derivatives (see scheme, DG=directing group). Similarly, heterocycles can be coupled and druglike structures formed. Mechanistic studies suggest a unique and multiple role of the Cu(OAc)(2)/C(6)Br(6) system and a nonchelate-assisted C-H activation as the rate-determing step.
authors.affiliation: Universität Münster, Organisch-Chemisches Institut, Münster, Germany.
authors.forename: Joanna
authors.initials: J
authors.lastname: Wencel-Delord
authors.forename: Corinna
authors.initials: C
authors.lastname: Nimphius
authors.forename: Honggen
authors.initials: H
authors.lastname: Wang
authors.forename: Frank
authors.initials: F
authors.lastname: Glorius
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001549:Benzamides / Q000737:chemistry; D001969:Bromobenzenes / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000475:Alkenes; D001549:Benzamides; D001969:Bromobenzenes; D002244:Carbon; D006859:Hydrogen; D012238:Rhodium; C017363:hexabromobenzene