Iron-Catalyzed Reductive C(aryl)-Si Cross-Coupling of Diaryl Ethers with Chlorosilanes

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外文摘要：The reductive cross-coupling between C(aryl)-O and Si-Cl bonds is of much importance as a valuable strategy for the construction of C(aryl)-Si bonds but has remained a great challenge.Herein,we report a reductive cross-coupling of diaryl ethers and chlorosilanes via strong electrophilic C(aryl)-O and Si-Cl bonds cleavage by iron catalysis,which constitutes an efficient protocol for the synthesis of a range of functionalized arylsilanes.The combination of low cost FeCl2 as the precatalyst and iPrMgCl as the reductant shows high activity in the successive cleavage of unactivated C(aryl)-O bonds of diaryl ethers and strong electrophilic Si-Cl bonds of chlorosilanes,allowing their cross-coupling in a reductive fashion.The low-valent iron species generated in situ by reduction of FeCl2 withiPrMgCl was proposed,which prefers to initially cleavage the C(aryl)-O bond of diaryl ethers with the chelation help of an o-amide auxiliary.

外文关键词：

Cross-couplingDiaryl ethersChlorosilanesC-O bond cleavageIron catalyst3d transition metalsSelectivityRegioselectivity

作者：

Pei Liu、Baowei Wu、Xuefeng Cong、Jie Kong

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作者单位：

School of Chemistry and Chemical Engineering,Northwestern Polytechnical University,Xi'an,Shaanxi 710072,China

Institute of Molecular Plus,Department of Chemistry and Haihe Laboratory of Sustainable Chemical Transformations,Tianjin University,92 Weijin Road,Tianjin 300072,China

基金：

国家自然科学基金中国博士后科学基金General key R & D Projects in Shaanxi Province重庆市自然科学基金中央高校基本科研业务费专项Haihe Laboratory of Sustainable Chemical Transformation

项目编号：

219012062022M7125892023-YBGY-321CSTB2022NSCQ-MSX0826

出版年：

2024

DOI：

10.1002/cjoc.202300593

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(6)

参考文献量94