ArticleCommunications chemistry2025
A theoretical study on the feasibility of 1,4-Copper migration in the Cu-catalyzed formal hydro(borylmethylsilyl)ation of internal alkynes.
Article in Communications chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
The 1,n-metal migration process is distinct from traditional bond-forming pathways and offers a unique approach for constructing complex organic architectures. However, in contrast to the well-documented Pd-, Rh-, Fe-, Co-, and Ni-catalyzed migration coupling reactions, studies on Cu-catalyzed variants are scarce. This report describes density functional theory (DFT) calculations aiming to investigate the mechanism of Cu-catalyzed formal hydro(borylmethylsilyl)ation, which is proposed to occur via 1,4-copper migration. The computational results support a metal non-migration mechanism. The stereoselectivity of the reaction is determined by the energy difference between the proton transfer transition state and the anionic releasing transition state after syn-to-anti isomerization. Additionally, DFT calculations were used to evaluate the effects of various substituents on the internal alkyne. Overall, this study offers a solid theoretical basis for experimental investigations into Cu-catalyzed migration coupling reactions.
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