title: Iridium-catalyzed regioselective silylation of aromatic and benzylic C-H bonds directed by a secondary amine.
abstract: Reported herein is an iridium-catalyzed, regioselective silylation of the aromatic C-H bonds of benzylamines and the benzylic C-H bonds of 2,N-dialkylanilines. In this process, (hydrido)silyl amines, generated in situ by dehydrogenative coupling of benzylamine or aniline with diethylsilane, undergo selective silylation at the C-H bond γ to the amino group. The products of this silylation are suitable for subsequent oxidation, halogenation, and cross-coupling reactions to deliver benzylamine and arylamine derivatives.
authors: Department of Chemistry, University of California, Berkeley, CA 94720 (USA); Technische Universität Berlin, Institut für Chemie, Metallorganische Chemie und Anorganische Materialien, Sekr. C2, Strasse des 17. Juni 135, 10623 Berlin (Germany).
authors: Qian
authors: Q
authors: Li
authors: Matthias
authors: M
authors: Driess
authors: John F
authors: JF
authors: Hartwig
keywords: CH activation; arenes; iridium; oxidation; silane