Ir-Catalyzed Selective B(3)-H Amination of <i>o</i>-Carboranes with NH<sub>3</sub>
Yik Ki Au, Jie Zhang, Yangjian Quan, Zuowei Xie
Abstract
Ammonia gas, NH3, is a cheap and widely used industrial feedstock, which has received tremendous research interests in its functionalization. This work reports a breakthrough in catalytic selective cage B(3)-H amination of o-carboranes with NH3 via Ir-catalyzed B-H/N-H dehydrocoupling, offering convenient and efficient access to a series of 3-NH2-o-carborane derivatives in moderate to high isolated yields with a broad substrate scope. The employment of readily available NH3 gas as the aminating reagent with H2 as the sole byproduct endows the protocol economy, practicability, and environmental friendliness. A plausible reaction mechanism is proposed on the basis of control experiments.
Topics & Concepts
ChemistryAminationCatalysisReagentAmmoniaSubstrate (aquarium)Scope (computer science)Combinatorial chemistryRaw materialOrganic chemistryComputer scienceGeologyProgramming languageOceanographyBoron Compounds in ChemistryRadiopharmaceutical Chemistry and ApplicationsOrganoboron and organosilicon chemistry