Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (5): 1852-1856.DOI: 10.6023/cjoc202212033 Previous Articles     Next Articles

Special Issue: 有机硼化学专辑

ARTICLES

硼氢正离子与烷基硅烷的烷基交换反应

王曦, 李振华, 王华冬*()   

  1. 复旦大学化学系 上海 200438
  • 收稿日期:2022-12-27 修回日期:2023-02-05 发布日期:2023-02-22
  • 通讯作者: 王华冬
  • 基金资助:
    国家自然科学基金(21871051); 国家自然科学基金(22071027); 国家自然科学基金(22271050)

Alkyl Exchange between Alkylsilanes and Hydroborenium Ion

Xi Wang, Zhen-Hua Li, Huadong Wang()   

  1. Department of Chemistry, Fudan University, Shanghai 200438
  • Received:2022-12-27 Revised:2023-02-05 Published:2023-02-22
  • Contact: Huadong Wang
  • Supported by:
    National Natural Science Foundation of China(21871051); National Natural Science Foundation of China(22071027); National Natural Science Foundation of China(22271050)

Ligand exchange between boron and silicon centers offers a convinient way for the synthesis of organoboron compounds. While such method is well-established for the preparation of arylboranes, examples of alkyl exchange between boron and silicon centers are very rare. Here, it was demonstrated that an N-heterocyclic carbene stablized hydroborenium ion readily reacts with alkylsilanes at ambient conditions to afford the corresponding alkylborenium complexes. Theoretical calculations suggest that the activation of Si—C(alkyl) bonds involves a σ-bond metathesis pathway.

Key words: boron, silicon, Si—C bond, σ-bond metathesis