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Ligand‐Promoted Oxidative Cross‐Coupling of Aryl Boronic Acids and Aryl Silanes by Palladium Catalysis
Authors:Jingxun Yu  Jun Liu  Guangfa Shi  Changdong Shao  Prof. Dr. Yanghui Zhang
Affiliation:Department of Chemistry, Shanghai Key Laboratory of Chemical Assessment and Sustainability, Tongji University, Shanghai 200092, Shanghai (P. R. China)
Abstract:The first cross‐coupling reaction between aryl silanes and aryl boronic acids is described. This transformation represents one of the very few examples of coupling reactions between two nucleophilic organometallic reagents and provides a new method for the formation of biaryl compounds. The successful development of this reaction was enabled by the use of commercially available 2,2′‐bis(diphenylphosphino)‐1,1′‐binaphthyl (BINAP) as the ligand. A small amount of BINAP (3 mol %) was sufficient to suppress the formation of the homocoupling products, and the reaction yielded the cross‐coupling products with high selectivity under mild conditions, even when the ratio of the two coupling partners was 1:1.
Keywords:cross‐coupling  ligands  organoboron compounds  organosilicon compounds  palladium catalysis
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