Chemistry Colloquium | 刘国生: Copper-Catalyzed Radical Relay for the Precise sp3 C-H Bond Functionalizations

来源:理学院 发布时间:2020-10-16 作者:理学院

 

时间20201022日(周四)下午16:00-17:30

Time16:00-17:30, Thursday, Oct. 22nd, 2020

主持人: 西湖大学理学院PI 王兆彬 博士

Host: Dr. Zhaobin Wang, PI of School of Science, Westlake University

地址:西湖大学云栖校区5号楼一楼学术报告厅

Address: Lecture Hall, 1F, Building 5, Yunqi Campus, Westlake University


刘国生(Guosheng Liu

中国科学院上海有机化学研究所研究员

主讲人/Speaker

刘国生,中国科学院上海有机化学研究所研究员,博士生导师,课题组长。1995年南京理工大学本科毕业,1999年中科院大连化物所硕士毕业,2002年在中科院上海有机所获博士学位,随后分别在美国的Lehigh大学和Wisconsin-Madison大学进行博士后研究;2007年在上海有机所开展独立研究工作。2012年获国家自然科学基金委杰出青年基金的资助,2016年获科技部中青年科技创新人才,2017年获上海市领军人才,入选国家万人计划,中国化学会巴斯夫青年知识创新奖。2019年获德国洪堡Friedrich Wilhelm Bessel Research Award和上海市自然科学一等奖(第一完成人)。

刘国生课题组主要研究烯烃和烷烃的选择性氧化官能化反应,包括金属催化氟化和不对称自由基反应等。独立工作以来,作为通讯作者在国际核心学术期刊Science; Nature; Acc. Chem. Res; J. Am. Chem. Soc.; Angew. Chem. Int. Ed.等共发表文章100余篇。


讲座摘要/Abstract:

Site- and stereoselective functionalization of C-H bonds provides a straightforward access to highly valuable building blocks and drug candidates from petrochemicals. Significant progress have been achieved in the last several decades. Among these reported methods, hydrogen atom transfer (HAT) represents one of most efficient approach to carry out C-H bond functionalization. Owing to the highly active radical intermediate, however, both the site selective HAT of C-H bonds and enenatioselective control of carbon radicals remains a formidable challenge. Thus, much efforts have been devoted to this field over the last few decades. Recently, our group recently reveals that the enantioselective functionalization of benzylic radicals could be achieved by using (Box)/Cu catalyst, and a series of enantioselective difunctionalization of alkenes have been explored.1 Moreover, we disclosed an unprecedented Cu(II)-bound nitrogen centered radicals can carry out the site-selective HAT of C-H bonds. Combined with asymmetric radical control, the successful asymmetric cyanation of benzylic C-H bonds and allylic C-H bonds have been reported with excellent site-, regio- and enantioselectivities, which presented one of most efficient method for the efficient synthesis of optical pure alkylnitriles.2-3 Notably, these reactions were suitable for the late-stage functionalization of bioactive compounds, such as drugs and nature products.


Figure 1. Selective C-H functionalization via HAT.


Reference:

1. Wang, F.; Chen, P.; Liu, G. Acc. Chem. Res. 2018, 51, 2036-2046.

2. Zhang, W.; Wang, F.; McCann, S. D.; Wang, D.; Chen, P.; Stahl, S. S.; Liu, G. Science 2016, 353, 1014-1018.

3. Li, J.; Zhang, Z.; Wu, L.; Zhang, W.; Chen, P.; Lin, Z.; Liu, G. Nature 2019, 574, 516-521.

 

讲座联系人/Contact:

理学院 杨老师 yangqiuyan@westlake.edu.cn