Transition-Metal-Free and DBU Promoted Strong Si–F Bond Activation: Catalytic Si–F/Si–H Cross Coupling Reaction under Mild Condition

Shanshan Xu , Ruxin Jin , Juanjuan Zheng , Ping Li , Xuexin Dai , Chenggang Ci , Bin Li

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (20) : 2649 -2654.

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Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (20) : 2649 -2654. DOI: 10.1002/cjoc.70159
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Transition-Metal-Free and DBU Promoted Strong Si–F Bond Activation: Catalytic Si–F/Si–H Cross Coupling Reaction under Mild Condition

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Abstract

Developing method for strong Si–F σ bond activation is a very important tool in organosilicon transformation chemistry, only few examples of Si–F bond activation are precedent in the literature. Herein, we developed a new and efficient method to activate strong Si–F bond by transition-metal-free Si–F/Si–H cross coupling reaction catalyzed with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) catalytic system under mild conditions. Various disiloxanes bearing tolerated functional groups were successfully synthesized in moderate to excellent yields from fluorosilanes and hydrosilanes. Moreover, H2O was found to be the oxygen donor in this catalytic system. Density functional theory calculations were performed to verify the mechanism of DBU promoted Si–F/Si–H cross-coupling reactions.

Keywords

Si–F bond activation / Silanes / Functional disiloxane / Lewis bases / Cross-coupling

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Shanshan Xu, Ruxin Jin, Juanjuan Zheng, Ping Li, Xuexin Dai, Chenggang Ci, Bin Li. Transition-Metal-Free and DBU Promoted Strong Si–F Bond Activation: Catalytic Si–F/Si–H Cross Coupling Reaction under Mild Condition. Chinese Journal of Chemistry, 2025, 43(20): 2649-2654 DOI:10.1002/cjoc.70159

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