Citation: Liangliang Qi, Xiaobo Pang, Kai Yin, Qiu-Quan Pan, Xiao-Xue Wei, Xing-Zhong Shu. Mn-mediated reductive C(sp³)–Si coupling of activated secondary alkyl bromides with chlorosilanes[J]. Chinese Chemical Letters, ;2022, 33(12): 5061-5064. doi: 10.1016/j.cclet.2022.03.070 shu

Mn-mediated reductive C(sp³)–Si coupling of activated secondary alkyl bromides with chlorosilanes

Liangliang Qi ^a ,
Xiaobo Pang ^a ,
Kai Yin ^{b, c} ,
Qiu-Quan Pan ^a ,
Xiao-Xue Wei ^a ,
Xing-Zhong Shu ^{a, *,}

a.
State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
b.
School of Chemistry and Chemical Engineering, Southeast University, Jiangsu Optoelectronic Functional Materials and Engineering Laboratory, Nanjing 211189, China
c.
Zhejiang Nanjiao Chemistry Co., Ltd., Shangyu Economic and Technological Development Zone, Shangyu 312369, China

shuxingzh@lzu.edu.cn

Received Date: 24 January 2022
Revised Date: 9 March 2022
Accepted Date: 16 March 2022
Available Online: 18 March 2022

Figures(6)

The construction of secondary alkylsilanes is a challenging subject in the synthetic community. The cross-coupling provides a practical solution to address this problem, but it typically relies on organometallic species. Herein, we report an Mn-mediated reductive C(sp³)–Si coupling to synthesize these compounds from alkyl and silyl electrophiles. This approach avoids the requirement for activation of Si–Cl by transition metals and thus allows for the coupling of various common chlorosilanes. The reaction proceeds under mild conditions and shows good functional group compatibility. The method offers access to α-silylated organophosphorus and sulfones with a scope that is complementary to those obtained from the established methods.
- Organosilanes,
- Alkylsilanes,
- Reductive coupling,
- Chlorosilanes,
- Organophosphorus,
- Sulfones
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沈阳化工大学材料科学与工程学院沈阳 110142

Mn-mediated reductive C(sp3)–Si coupling of activated secondary alkyl bromides with chlorosilanes

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Mn-mediated reductive C(sp³)–Si coupling of activated secondary alkyl bromides with chlorosilanes