Nickel-Catalyzed Hydrosilylation of Terminal Alkenes with Primary Silanes via Electrophilic Silicon–Hydrogen Bond Activation
Xiaoyu Wu, Guangni Ding, Wenkui Lu, Liqun Yang, Jingyang Wang, Yuxuan Zhang, Xiaomin Xie, Zhaoguo Zhang
Abstract
BuOK, for the electrophilically activated hydrosilylation of terminal alkenes with primary silanes. This protocol provides excellent performance under mild reaction conditions: exclusive anti-Markovnikov selectivity, broad functional group tolerance (36 examples), and good scalability (TON = 5500). However, the secondary and tertiary silanes are not suitable. Mechanistic studies revealed that this homogeneous catalytic hydrosilylation includes an electrophilically activated Si-H bond process without the generation of nickel hydrides.
Topics & Concepts
HydrosilylationSilanesChemistryMarkovnikov's ruleCatalysisElectrophileNickelSiliconElectrophilic additionCombinatorial chemistryOrganic chemistrySilaneRegioselectivityOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsSynthesis and characterization of novel inorganic/organometallic compounds