title: Frustrated Lewis Pair Mediated Csp3-H Activation.
abstract: The cleavage of a Csp3-H bond by an N/B frustrated Lewis pair (FLP) is reported. Upon mild heating, the ambiphilic molecule (2-NMe2-C6H4)2BH activates the C-H bond of a methyl group in α position of a nitrogen atom to generate an unprecedented N-B heterocycle. Upon further heating, the novel species rearranges through a hydride abstraction/1,2-aryl shift sequence. The mechanistic details of these transformations are investigated by quantum mechanical calculations.
authors.affiliation: Département de Chimie, Centre de Catalyse et Chimie Verte (C3V), Université Laval, 1045 Avenue de la Médecine, Québec, G1V 0A6, Québec, Canada.
authors.forename: Étienne
authors.initials: É
authors.lastname: Rochette
authors.affiliation: Département de Chimie, Centre de Catalyse et Chimie Verte (C3V), Université Laval, 1045 Avenue de la Médecine, Québec, G1V 0A6, Québec, Canada.
authors.forename: Marc-André
authors.initials: MA
authors.lastname: Courtemanche
authors.affiliation: Département de Chimie, Centre de Catalyse et Chimie Verte (C3V), Université Laval, 1045 Avenue de la Médecine, Québec, G1V 0A6, Québec, Canada.
authors.forename: Frédéric-Georges
authors.initials: FG
authors.lastname: Fontaine
keywords: Csp3−H activation; N-B heterocycles; amineboranes; frustrated Lewis pairs; quantum mechanical calculations