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Mechanochemical Synthesis of Arylsilanes via Barbier‐Type Reaction between Aryl Halides and Chlorosilanes with Magnesium

Lianze Zong, Ruizhi Sun, Xixi Hu, Jiarui Zhang, Yanbin Luan, Zhengbao Xu, Caixia Xie, Xinjin Li, Fenggang Sun, Hui Liu, Zhong‐Quan Liu, Zengdian Zhao, Lizhi Zhang

2024Advanced Synthesis & Catalysis16 citationsDOI

Abstract

Abstract The reaction of chlorosilanes with organometallic reagents is an old and well‐developed approach to organosilicon compounds, however, its application was limited due to the sensitivity of organometallic reagents to air, water. Here we display a mechanochemical access to arylsilanes via Barbier‐type reaction of chlorosilanes with aryl halide with magnesium. By treatment of the two halides with Mg powder under electromagnetic milling, a series of arylsilanes are obtained within 15 minutes. Taking the advantages of the electromagnetic milling, this protocol features transition‐metal free, good functional group tolerance, air stable and mild conditions.

Topics & Concepts

ChemistryHalideArylMagnesiumOrganic chemistryCombinatorial chemistryAlkylOrganoboron and organosilicon chemistryRadical Photochemical ReactionsLuminescence Properties of Advanced Materials