报告题目:Transition-metal catalyzed carbon skeleton-rearrangement-based C-C coupling reactions
报告时间:2025.7.13 9:00-10:00
报告地点:16幢一楼路演厅
报告人:曾伟
报告人简介:
曾伟,教授/博士生导师。1994年本科毕业于四川大学化学系。1994‒1997年在中国工程物理研究院工作。1997‒2003年在四川大学化学化工学院获得硕士和博士学位。2004‒2005年在香港大学从事研究助理工作。2005‒2008年先后在North Carolina State Univ., (Prof. C. Melander)和The State Univ. of New York at Buffalo (Prof. S. Chemler) 从事博士后研究工作。2008年‒至今在华南理工大学从事教学科研工作,目前任广东省功能分子工程重点实验室副主任和第六届Chin. Chem. Lett.编委。2011年入选教育部“新世纪优秀人才支持计划”。自独立开展研究工作以来,先后在Angew. Chem. Int. Ed., Nat. Commun., Chem. Sci., ACS Catal., Eur. Chem. J.等化学类国际主流期刊发表SCI论文80余篇。
报告摘要:
Molecular skeleton rearrangement is one of the most challenging chemical reactions in modern synthetic chemistry. In this context, Smiles rearrangement, semi-pinacol rearrangement, the Beckmann rearrangement, Wolff rearrangement, Claisen rearrangement, Wittig rearrangement, and others have been successively developed to allow for diversified 1, n-group migration. These rearrangements feature synergetic C-X s bond cleavage-formation process (X = C, O, N, etc.) at pericyclic reaction sites. Although these classical group migrations have shown extremely potential in reorganizing molecular skeletons, exploring the carbon-skeleton rearrangement-based intermolecular cross-coupling reactions has always remained a significant challenge. Herein, we have developed an unprecedented Cp*Co(III)-catalyzed C2- and C3-bisfunctionalization of high steric-hindrance tertiaryl allylic alcohols by merging a 1,3-aryl transposition with dual carbon-coupling. Key to this advancement is the synergistic utilization of Cp*Co(III) catalyst and B(C6F5)3 as a Lewis acid, which not only facilitates β-aryl elimination to generate reactive intermediates but also directs the regioselective trapping of these species with aldehydes.
代表性论文:
[1] Chem-Eur. J. 2024, 30, e202403509.
[2] Sci. Chin. Chem. 2024, 67, 374-382.
[3] Nat. Commun. 2023, 14, 1862.
[4] Nat. Commun. 2021, 12, 3304.
[5] ACS Catal. 2020, 10, 8402.