研究目的
Investigating the catalytic difunctionalization of unactivated alkenes with unreactive hexamethyldisilane through the regeneration of silylium ions.
研究成果
The study discloses a silylium-ion-promoted reaction that enables the catalytic bissilylation of electronically unbiased α-olefins and selected disubstituted internal alkenes. The reaction mechanism, supported by quantum-chemical calculations, is fully understood and in line with experimental observations.
研究不足
The procedure is limited to certain internal alkenes and does not work well with acyclic substrates or tri- and tetrasubstituted alkenes. Functional-group tolerance is limited, with OMe and CF3 groups not being compatible.
1：Experimental Design and Method Selection:
The study employs a metal-free approach for the intermolecular syn-addition of hexamethyldisilane across simple alkenes, initiated and propagated by the transfer of a methyl group from the disilane to a silylium-ion-like intermediate.
2：Sample Selection and Data Sources:
Various functionalized allylbenzenes and naphthyl-substituted compounds were used as substrates.
3：List of Experimental Equipment and Materials:
Hexamethyldisilane, [C6H6?H]+[CHB11H5Br6]? as a super strong Br?nsted acid, and chlorobenzene or benzene as solvents.
4：Experimental Procedures and Operational Workflow:
Reactions were performed at 50 or 80°C, with yields determined by 1H NMR spectroscopy and isolated yields after flash chromatography on silica gel.
5：Data Analysis Methods:
Density functional theory (DFT) calculations were performed to provide insight into the mechanism.
独家科研数据包，助您复现前沿成果，加速创新突破
获取完整内容
