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<p>Highly regio-, diastereo- and enantioselective iron-catalyzed sequential hydrosilylation of <i>o</i>-alk-<i>n</i>-enyl-phenyl silanes with alkynes is reported for various 5-, 6-, and 7-membered benzosilacycles in 60-94% yields with up to 95:5 <i>rr</i>, 95:5 <i>dr</i>, and 99% <i>ee</i>. Chiral fully carbon-substituted silicon-stereogenic benzosilacycles could also be obtained via triple hydrosilylation reactions. The unique electronic effect of ligands is observed while adjusting the regioselectivity and enantioselectivity in hydrosilylation reactions. A possible mechanism has been proposed by variable time normalization analysis (VTNA) and H/D exchange experiment.</p>

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Iron-catalyzed sequential hydrosilylation

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2025年5月9日

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  • Xue Wang,
  • Jiajin Zhao,
  • Dongyang Wang,
  • Liang Deng,
  • Zhan Lu

摘要

Highly regio-, diastereo- and enantioselective iron-catalyzed sequential hydrosilylation of o-alk-n-enyl-phenyl silanes with alkynes is reported for various 5-, 6-, and 7-membered benzosilacycles in 60-94% yields with up to 95:5 rr, 95:5 dr, and 99% ee. Chiral fully carbon-substituted silicon-stereogenic benzosilacycles could also be obtained via triple hydrosilylation reactions. The unique electronic effect of ligands is observed while adjusting the regioselectivity and enantioselectivity in hydrosilylation reactions. A possible mechanism has been proposed by variable time normalization analysis (VTNA) and H/D exchange experiment.