Ru-Catalyzed Geminal Hydroboration of Silyl Alkynes via a New<i>gem</i>-Addition Mechanism
Qiang Feng, Haonan Wu, Xin Li, Lijuan Song, Lung Wa Chung, Yun‐Dong Wu, Jianwei Sun
Abstract
in the coplanar relationship between the boron atom and the ruthenacyclopropene ring preceding boron migration is responsible for the new reactivity. Control experiments and DFT (including molecular dynamics) calculations provided important insights into the mechanism, which excluded the involvement of a metal vinylidene intermediate. This study represents a new step forward not only for alkyne hydroboration but also for other geminal additions of alkynes.
Topics & Concepts
HydroborationGeminalChemistrySilylationAlkyneHydrosilylationMedicinal chemistryCarbeneCatalysisStereochemistryOrganic chemistryOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods