Silylation of Aryl Halides with Monoorganosilanes Activated by Lithium Alkoxide
Silylation of Aryl Halides with Monoorganosilanes Activated by Lithium Alkoxide
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醇锂活化的单有机硅烷对芳基卤化物进行硅烷化
DOI：
10.1021/acs.orglett.8b00818
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发表时间：
2018
期刊：
影响因子：
5.2
通讯作者：
Nakamura Eiichi
中科院分区：
文献类型：
--
作者：
Yoshida Takumi;Ilies Laurean;Nakamura Eiichi
锂醇盐活化单有机硅烷以产生瞬时LiH/烷氧基硅烷络合物，其在25 °C下快速与芳基和烯基卤化物反应以提供二有机硅烷产物。实验和理论研究表明，该反应包括亲核攻击的LiH上的卤素原子的有机卤化物，产生一个短暂的有机锂/烷氧基硅烷中间体，它经历快速的碳-硅键的形成内的复杂。
Lithium alkoxide activates a monoorganosilane to generate a transient LiH/alkoxysilane complex, which quickly reacts with aryl and alkenyl halides at 25 °C to deliver a diorganosilane product. Experimental and theoretical studies suggest that the reaction includes nucleophilic attack of LiH on the halogen atom of the organic halide to generate a transient organolithium/alkoxysilane intermediate, which undergoes quick carbon–silicon bond formation within the complex.