Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027, China.
Department of Chemistry and Applied Biosciences, ETH Zürich, Vladimir-Prelog-Weg 1, Zürich 8093, Switzerland.
Chem Commun (Camb). 2022 Dec 22;59(1):67-70. doi: 10.1039/d2cc05422a.
Regioselective, five-fold B-H activation of the monocarborane cluster [CBH] at the positions B7-11 has been accomplished. Selective substitution of these positions by B-H activation has not been reported before. Our protocol involves directing group assistance by the carboxylic acid functionality and is based on palladium catalysis using iodoarene coupling partners. Penta-arylated products are obtained in a single step with yields ranging from 42% to 89% and with good functional group tolerance. X-Ray crystal structures for five new compounds confirm the selective substitution of the lower belt of the monocarborane cage.
已经实现了对单硼烷簇 [CBH] 的 B7-11 位的区域选择性、五重 B-H 活化。以前没有报道过通过 B-H 活化选择性取代这些位置。我们的方案涉及羧酸官能团的导向基团辅助，并基于使用碘芳烃偶联伙伴的钯催化。五芳基化产物可在一步中获得，产率范围为 42%至 89%，且具有良好的官能团耐受性。五个新化合物的 X 射线晶体结构证实了单硼烷笼下带的选择性取代。
