TY - JOUR
T1 - Ir-Catalyzed Selective B(3)-H Amination of o-Carboranes with NH3
AU - Au, Yik Ki
AU - Zhang, Jie
AU - Quan, Yangjian
AU - Xie, Zuowei
N1 - Publisher Copyright:
© 2021 American Chemical Society.
Funding Information:
This work was supported by grants from the Research Grants Council of HKSAR (Project No. 14305017, 14305918) and the NSFC/RGC Joint Research Scheme (Project No. N_CUHK402/18). J.Z. thanks the CUHK Impact Postdoctoral Fellowship Scheme (IPDFS) for support. We are thankful for the financial support from the Innovation and Technology Commission (HKSAR) to the State Key Laboratory of Synthetic Chemistry.
PY - 2021/3/24
Y1 - 2021/3/24
N2 - 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.
AB - 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.
UR - https://www.scopus.com/pages/publications/85103474389
U2 - 10.1021/jacs.1c00593
DO - 10.1021/jacs.1c00593
M3 - Journal article
C2 - 33719434
AN - SCOPUS:85103474389
SN - 0002-7863
VL - 143
SP - 4148
EP - 4153
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 11
ER -
