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Nickel-Catalyzed Hydrosilylation of Terminal Alkenes with Primary Silanes via Electrophilic Silicon-Hydrogen Bond Activation

Xiaoyu Wu, Guangni Ding, Wenkui Lu, Liqun Yang, Jingyang Wang, Yuxuan Zhang, Xiaomin Xie* and Zhaoguo Zhang*

*School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China, Email: xiaominxiesjtu.edu.cn, zhaoguosjtu.edu.cn

X. Wu, G. Ding, W. Lu, L. Yang, J. Wang, Y. Zhang, X. Xie, Z. Zhang, Org. Lett., 2021, 23, 1434-1439.

DOI: 10.1021/acs.orglett.1c00111



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Abstract

The combination of NiCl2·6H2O/tBuOK catalyzes an electrophilically activated hydrosilylation of terminal alkenes with primary silanes under mild reaction conditions with excellent performance, exclusive anti-Markovnikov selectivity, broad functional group tolerance, and good scalability. However, secondary and tertiary silanes are not suitable.

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Key Words

alkylsilanes


ID: J54-Y2021