Concise Report
Iron-Catalyzed Reductive C(aryl)—Si Cross-Coupling of Diaryl Ethers with Chlorosilanes
Pei Liu,
Baowei Wu,
Xuefeng Cong,
Jie Kong,
Corresponding Author
Pei Liu
School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi, 710072 China
E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this authorBaowei Wu
School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi, 710072 China
Search for more papers by this authorCorresponding Author
Xuefeng Cong
Institute of Molecular Plus, Department of Chemistry and Haihe Laboratory of Sustainable Chemical Transformations, Tianjin University, 92 Weijin Road, Tianjin, 300072 China
E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Jie Kong
School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi, 710072 China
E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this authorPei Liu,
Baowei Wu,
Xuefeng Cong,
Jie Kong,
Corresponding Author
Pei Liu
School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi, 710072 China
E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this authorBaowei Wu
School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi, 710072 China
Search for more papers by this authorCorresponding Author
Xuefeng Cong
Institute of Molecular Plus, Department of Chemistry and Haihe Laboratory of Sustainable Chemical Transformations, Tianjin University, 92 Weijin Road, Tianjin, 300072 China
E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Jie Kong
School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi, 710072 China
E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this authorFirst published: 06 November 2023
Comprehensive Summary
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 with iPrMgCl was proposed, which prefers to initially cleavage the C(aryl)—O bond of diaryl ethers with the chelation help of an o-amide auxiliary.
Supporting Information
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