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General Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis

Ryosuke Shishido, Minami Uesugi, Rikuro Takahashi, Tsuyoshi Mita, Tatsuo Ishiyama, Koji Kubota* and Hajime Ito*

*Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan, Email:,

R. Shishido, M. Uesugi, R. Takahashi, T. Mita, T. Ishiyama, K. Kubota, H. Ito, J. Am. Chem. Soc., 2020, 142, 14125-14133.

DOI: 10.1021/jacs.0c03011

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Silylboranes are nucleophilic silylation reagents that can be activated by transition-metal catalysts or bases. Rh- and Pt-catalyzed direct borylations of hydrosilanes with bis(pinacolato)diboron enable the synthesis of trialkylsilylboranes that bear bulky alkyl groups as well as functionalized dialkylarylsilylboranes that are difficult to synthesize via conventional methods using alkali metals.

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Key Words


ID: J48-Y2020