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质子交换蒙脱土催化的芳香族和脂肪族烯烃的异构烯丙基硅烷化反应。

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

机构信息

Graduate School of Science and Engineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan.

出版信息

Org Lett. 2010 Apr 2;12(7):1508-11. doi: 10.1021/ol100228t.

DOI:10.1021/ol100228t
PMID:20199059
Abstract

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.

摘要

烯丙基硅烷化是在碳-碳双键上直接同时引入硅烷基和烯丙基的唯一已知方法。质子交换蒙脱土对烯烃的烯丙基硅烷化表现出优异的催化性能。例如,对氯苯乙烯与烯丙基三甲基硅烷反应以 95%的收率顺利得到相应的烯丙基硅烷化产物。我们还试图在蒙脱土表面上分离反应中间体以研究反应机理。

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