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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Palladium-catalyzed B7-11 penta-arylation of the {CB11} monocarborane cluster
Yujie Jin1, Jizeng Sun1, Kang Zhang1
1Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027, China. duttwyler@zju.edu.cn.
Abstract:
Regioselective, five-fold B-H activation of the monocarborane cluster [CB11H12]- 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.
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