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An Electroreductive Approach to Radical Silylation via the Activation of Strong Si-Cl Bond

Lingxiang Lu, Juno C. Siu, Yihuan Lai and Song Lin*

*Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States, Email: songlincornell.edu

L. Lu, J. C. Siu, Y. Lai, S. Lin, J. Am. Chem. Soc., 2020, 142, 20979-20986.

DOI: 10.1021/jacs.0c10899


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Abstract

Electroreduction of readily available chlorosilanes enables a new strategy for silyl radical generation via energetically uphill reductive cleavage of strong Si-Cl bonds at highly biased potentials. This convenient and transition-metal-free strategy proved to be general in various alkene silylation reactions including disilylation, hydrosilylation, and allylic silylation.

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Key Words

alkylsilanes, benzylsilanes, electrochemistry


Note

The time duration is 9.3 h for 1 mmol scale and 4.6h for 0.5 mmol scale.

Lingxiang Lu, August 20, 2021


ID: J48-Y2020