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<p>Disilane reagents are essential for organosilicon synthesis via bissilylation of carbon-carbon multiple bonds. However, challenges remain in regioselectivity control, alkene polymerization suppression, and differentiation of introduced silyl groups in the intermolecular bissilylation of simple alkenes with unsymmetrical disilanes. Here, we achieve complete regioselectivity control in bissilylation of terminal alkene using a novel disilane reagent, TMDQ-Py, featuring a bidentate directing group on silicon. Notably, the two vicinal silyl groups can be selectively distinguished and sequentially transformed. DFT calculations identify migratory insertion into the Ni–Si bond as the regioselectivity-determining step, underscoring the directing group’s crucial role.</p>

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Differentially unsymmetrical disilane reagents for regioselective bissilylation of alkenes

  • 期刊论文

  • 发表日期：

    2026年1月4日

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  • Min Liu,
  • Youzhi Xu,
  • Genping Huang,
  • Dongbing Zhao

摘要

Disilane reagents are essential for organosilicon synthesis via bissilylation of carbon-carbon multiple bonds. However, challenges remain in regioselectivity control, alkene polymerization suppression, and differentiation of introduced silyl groups in the intermolecular bissilylation of simple alkenes with unsymmetrical disilanes. Here, we achieve complete regioselectivity control in bissilylation of terminal alkene using a novel disilane reagent, TMDQ-Py, featuring a bidentate directing group on silicon. Notably, the two vicinal silyl groups can be selectively distinguished and sequentially transformed. DFT calculations identify migratory insertion into the Ni–Si bond as the regioselectivity-determining step, underscoring the directing group’s crucial role.