Au Yik Ki, Zhang Jie, Quan Yangjian, Xie Zuowei
Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, N. T., Hong Kong, China.
J Am Chem Soc. 2021 Mar 24;143(11):4148-4153. doi: 10.1021/jacs.1c00593. Epub 2021 Mar 15.
Ammonia gas, NH, 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 -carboranes with NH via Ir-catalyzed B-H/N-H dehydrocoupling, offering convenient and efficient access to a series of 3-NH--carborane derivatives in moderate to high isolated yields with a broad substrate scope. The employment of readily available NH gas as the aminating reagent with H as the sole byproduct endows the protocol economy, practicability, and environmental friendliness. A plausible reaction mechanism is proposed on the basis of control experiments.
