Formal Nucleophilic Silyl Substitution of Aryl Halides with Silyllithium Reagents via Halogenophilic Attack of Silyl Nucleophiles
Formal Nucleophilic Silyl Substitution of Aryl Halides with Silyllithium Reagents via Halogenophilic Attack of Silyl Nucleophiles
复制标题
通过甲硅烷基亲核试剂的亲卤攻击，用甲硅烷基锂试剂对芳基卤化物进行正式的亲核甲硅烷基取代
DOI：
10.1055/s-0036-1590835
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发表时间：
2017
期刊：
影响因子：
2
通讯作者：
Ukigai Satoshi
中科院分区：
文献类型：
--
作者：
Ito Hajime;Yamamoto Eiji;Ukigai Satoshi
提出了一种新的用硅锂或硅钾试剂取代芳基卤化物的亲核硅基取代反应。在优化的反应条件下，二甲基苯基硅锂与各种芳基卤化物反应生成相应的芳基硅烷，产率中等至较高，同时生成二硅烷。机理研究表明，这种硅基取代反应是通过亲核试剂的极性亲卤攻击进行的。
A new reaction has been developed for the formal nucleophilic silyl substitution of aryl halides with silyllithium or silylpotassium reagents. Dimethylphenylsilyllithium reacted with various aryl halides to form the corresponding arylsilanes in moderate to good yields with concomitant formation of the disilanes under the optimized reaction conditions. Mechanistic studies indicated that this silyl substitution reaction progresses through polar halogenophilic attack of silyl nucleophiles.