理学讲坛Westlake Science Forum | Jin-Quan Yu：Enantioselective, Site-selective C-H Activation with Bifunctional Ligands: From Curiosity to Industrialization

新闻与活动活动信息

时间

2024年10月24日（周四）
上午11:00-12:00

地点

云谷校区本科生书院H5 二楼多功能报告厅

主持

西湖大学理学院徐益明讲席教授邓力博士

受众

全体师生

分类

学术与研究

理学讲坛Westlake Science Forum | Jin-Quan Yu：Enantioselective, Site-selective C-H Activation with Bifunctional Ligands: From Curiosity to Industrialization

时间: 2024年10月24日（周四）上午11:00-12:00

Time: 11:00-12:00, Thursday, Oct 24 , 2024

主持人: 西湖大学理学院徐益明讲席教授邓力博士

Host: Dr. Li Deng, XU Yiming Endowed Chair Professor, School of Science, Westlake University

地址：云谷校区本科生书院H5 二楼多功能报告厅

Venue: Lecture Hall, 2nd floor of building H5, Residential Colleges, Yungu Campus

余金权教授

美国斯克利普斯研究所教授

Prof. Jin-Quan Yu

Scripps Research

主讲人/Speaker:

Our program centers around the discovery of catalytic carbon-carbon and carbon-heteroatom bond forming reactions based on C-H activation. Target transformations are selected to enable 1) the use of simple and abundant starting materials such as aliphatic acids, amines and alcohols, and 2) disconnections that drastically shorten the synthesis of drug molecules or a major class of biologically active compounds. Ultimately, we hope to develop catalytic reactions to parallel enzymatic transformations in terms of reactivity and selectivity. To achieve this goal, our research activities are directed towards the following main aspects: C-H activation, sustainable catalysis, asymmetric catalysis and synthetic applications.

讲座摘要/Abstract:

The widespread presence of C–H bonds at various sites of synthetic substrates renders C–H activation the most powerful platform for developing catalytic reactions for synthesis. To realize the full potential of C–H activation for synthesis, four fundamental challenges must be addressed: developing diverse carbon-carbon and carbon-heteroatom bond forming reactions of diverse poorly reactive native substrates (ReactivitY); enantioselective C–H activation reactions via asymmetric metalation of C–H bonds (EnantioselectivitY); site selective metalation and functionalization of remote C–H bonds (Site-selectivitY); achieving catalytic cycles using sustainable oxidants such as molecular oxygen, aqueous hydrogen peroxides as the terminal oxidants (SustainabilitY). Despite century-long efforts, seeking solutions to these problems has met with limited success due to a fundamental challenge: lack of ligands that can accelerate C–H activation reactions.

By combining the weak coordination (entropy) from substrates and ligand acceleration (enthalpy), we have made substantial progress towards addressing these four challenges. Most notably, eight generations of bi-functional ligands (MPAA, APAQ, APAO, MPAAm, MPAThio, Pyridine-Pyridone, Amine-Pyridone, Amide-Pyridone) have been developed to enable a wide range of enantioselective^1-6 and site-selective^7-15 C–H activation reactions of diverse classes of native substrates. In parallel, we have realized C–H hydroxylation using molecular oxygen or aqueous hydrogen peroxide as the terminal oxidants, paving the way for large-scale industrialization.^11,12 Applications of our new catalysts and reactions at BMS, Lilly, Merck and Vertex will be highlighted.