1219613-75-8

Upstream product

• 1073-67-2 4-vinylbenzyl chloride 
• 17898-21-4 triethylallylsilane 
• 17887-33-1 bis-1,3-trimethylsilyl-2-hydroxypropane 

Relevant academic research and scientific papers

Allylsilylation of alkenes catalyzed by H+-exchanged montmorillonite with water

Proton-exchanged montmorillonite (H+-montmorillonite) was found to be a heterogeneous catalyst for allylsilylation of alkenes with allylsilanes. A wide variety of aromatic and aliphatic alkenes were effectively converted to the corresponding allylsilylated products in 15-120 min at 60-100 °C using H+-montmorillonite with ca. 1-2 wt% of water. The increasing of the amount of water drastically accelerated the allylsilylation of alkenes. For example, the reaction of p-chlorostyrene with allyltrimethysilane afforded 90% yield of the product for 15 min at 40 °C using H+-montmorillonite with 8.8 wt% of water, whereas only 2% yield of the product was obtained with 1.3 wt% of water. However, the final product yields with H+- montmorillonite with 1-2 wt% of water were higher than that with the 8.8 wt% of water. A reaction mechanism including the formation of a disilylpropyl cation was proposed. One possible explanation for the role of water is stabilization of the active disilylcation on the montmorillonite surface and/or edges via electron donation from water molecules.

Heterogeneous allylsilylation of aromatic and aliphatic alkenes catalyzed by proton-exchanged montmorillonite

Figure Presented Allylsilylation of an alkene Is the only known procedure to Install both silyl and allyl groups onto a carbon-carbon double bond directly. Proton-exchanged montmorillonite showed excellent catalytic performances for the allylsilylation of alkenes. For example, the reaction of p-chlorostyrene with allyltrimethylsilane proceeded smoothly to afford the corresponding allylsilylated product In 95% yield. We also attempted to isolate the reaction intermediate on the montmorillonite surface to investigate the reaction mechanism.