标题： Reductive Dimetalation of Unsaturated Bonds

报告时间：2025年9月23日(星期二) 16:00-16:55

报告地点：人民大街校区化学学院第三教室

主讲人： Hideki Yorimitsu

主办单位：化学学院

报告内容简介：

The reductive metalation of π bonds is a well-known reaction that typically leads to the formation of protonated products such as trans-alkenes and 1,4-cyclohexadienes via carbanions. However, the use of such reactions for non-protonative transformations has been limited due to the instability of radical anion or dianion intermediates. In this talk, I will discuss recent developments in the generation of carbanions by reductive metalation of unsaturated compounds in the presence of reduction-resistant electrophiles, aiming at adding values to simple unsaturated molecules by increasing molecular complexity.Specifically, I will focus on the use of trialkoxyboranes as reduction-resistant electrophiles that can trap carbanions via their vacant p orbitals. This approach enables stereoselective reductive diboration of a range of unsaturated compounds, including alkenes (Org. Lett. 2020, 22, 2303), alkynes (Bull. Chem. Soc. Jpn. 2020, 93, 1171), cyclopropanes (Synlett 2021, 32, 219), and arenes (Org. Lett. 2021, 23, 4613). Additionally, I will describe recent advances in reductive anti-dimagnesiation and dialumination of alkynes using Mg- and Al-based reduction-resistant electrophiles (Nat. Synth. 2023, 2, 162), as well as reductive borylmetalation of alkynes by using flow microreactors (Nat. Synth. 2024, 3, 192).

主讲人简介：

Hideki Yorimitsu教授：1997年和2002年先后于日本京都大学获学士学位和博士学位；2002-2003年在东京大学从事博士后研究；2003年至今分别在京都大学材料化学学院和化学学院先后担任助理教授、副教授、正教授；2024年起担任京都大学研究生院副院长。研究方向包括：有机合成、金属有机化学、碳负离子化学、过渡金属催化、自由基化学、有机硫化学、芳化重构先后获得Japan Academy Medal、JSPS Prize、Negishi Award、Mukaiyama Award、The Young Scientists’Prize等多个奖项。兼任日本化学学会有机化学分会执行秘书和Synthesis杂志副主编。