Salt-Free Preparation of Trimethylsilyl Ethers by B(C6F5)3-Catalyzed Transfer Silylation by Using a Me3SiH Surrogate
Salt-Free Preparation of Trimethylsilyl Ethers by B(C6F5)3-Catalyzed Transfer Silylation by Using a Me3SiH Surrogate
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使用 Me3SiH 替代物通过 B(C6F5)3 催化转移硅烷化无盐制备三甲基硅醚
DOI：
10.1002/ejoc.201301840
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发表时间：
2014
影响因子：
2.8
通讯作者：
M. Oestreich
中科院分区：
文献类型：
--
作者：
Antoine Simonneau;J. Friebel;M. Oestreich
本文报道了一种前所未有的由强刘易斯酸B（C6 F5）3催化的醇的硅转移反应。气态Me 3SiH通过B（C6 F5）3-催化的3-三甲基甲硅烷基环己-1，4-二烯的分解原位释放，随后在相同的硼催化剂促进的分解Si-O偶联中与醇反应。在反应过程中生成苯和二氢，但没有盐废物。这种方便的协议是适用于几个硅基团，这里提出的三甲基甲硅烷基醚的制备是潜在的有用的醇衍生GLC分析之前。
An unprecedented transfer silylation of alcohols catalyzed by the strong Lewis acid B(C6F5)3 is described. Gaseous Me3SiH is released in situ by B(C6F5)3-catalyzed decomposition of 3-trimethylsilylcyclohexa-1,4-diene and subsequently reacts with an alcohol in a dehydrogenative Si–O coupling promoted by the same boron catalyst. Benzene and dihydrogen are formed during the reaction, but no salt waste is. This expedient protocol is applicable to several silicon groups, and the preparation of trimethylsilyl ethers presented here is potentially useful for alcohol derivatization prior to GLC analysis.