CAS: Synthetic and Mechanistic Studies of Nickel-Catalyzed 1,2-Dicarbofunctionalization of Alkenes

CAS：镍催化烯烃 1,2-二碳官能化的合成及机理研究

基本信息

批准号：
2102550
负责人：
Keary Engle
金额：
$ 60万
依托单位：
The Scripps Research Institute
依托单位国家：
美国
项目类别：
Standard Grant
财政年份：
2021
资助国家：
美国
起止时间：
2021-07-01 至 2024-06-30
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=2102550&HistoricalAwards=false
关键词：
CAS Synthetic Mechanistic Studies Nickel

项目摘要

With the support of the Chemical Synthesis and Chemical Catalysis Programs in the Division of Chemistry, Professor Keary Engle of The Scripps Research Institute and Professor Peng Liu of the University of Pittsburgh are studying the development of new chemical reactions to streamline the production of valuable compounds, including medicinally relevant compounds, agrochemicals, and functional materials. The reactions that are being studied simultaneously connect three widely available feedstock chemicals using earth abundant nickel catalysts. This collaborative project is combining insights from experiment, computation, and machine learning to identify optimal nickel catalysts that attach alkenes (feedstock molecules that contain a carbon–carbon double bond (C=C) bond) to two additional building blocks to rapidly build molecular complexity. Professor Engle, Professor Liu and their research teams are also leading synergistic outreach activities to promote engagement with STEM disciplines among diverse populations. These efforts include developing virtual reality technology to teach chemical concepts in the classroom and in the local community, creating open-access online databases and short courses to share know-how in computational organic chemistry, and involving undergraduate and high school interns from historically underrepresented groups in collaborative research experiences. These activities that bridge the Chemical Synthesis and Chemical Catalysis programs are helping to improve the sustainability and innovation of the chemical industry while advancing the technical workforce of the United States.Multicomponent reactions promoted by base metal catalysts are important processes that combine the advantages of efficiency and sustainability. Professor Engle and Professor Liu are developing nickel-catalyzed, three-component, cross-coupling reactions to unite alkenes, organohalides, and organometallic reagents. The products of these transformations are structurally complex, contain one or more stereocenters, and naturally map onto to chemical substructures that are useful in academia and industry. This collaborative research project leverages the combined expertise of the Engle lab in experimental organometallic chemistry and the Liu lab in computational organic chemistry to study reaction mechanisms, design chiral ligands for asymmetric induction, and predict catalyst physical properties from in silico descriptors. These activities are providing cutting-edge interdisciplinary training for a diverse group of graduate, undergraduate, and high school students who are learning from two PIs and engaging with two research groups at two institutions.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.

在化学划分的化学合成和化学催化计划的支持下，Scripps研究所的Keary Engle教授和匹兹堡大学的Peng Liu教授正在研究开发新的化学反应，以简化产生有价值的化合物的产生，包括医学上相关的化合物，农业化合物，农业化学物质和功能材料。正在研究的反应只需使用大量的镍催化剂连接三种广泛可用的原料化学物质。该协作项目是将实验，计算和机器学习中的见解结合在一起，以识别连接烯烃（包含碳 - 碳双键（C = C）键的原料分子）的最佳镍催化剂，以便在两个附加的基础上，以快速构建分子复杂性。恩格尔教授，刘教授及其研究团队也在领导着协同的外展活动，以促进潜水员人群中与STEM学科的参与。这些努力包括开发虚拟现实技术，以在课堂和当地社区中教授化学概念，创建开放式在线数据库和简短的课程，以分享计算有机化学中的知识，并参与了来自历史悠久的成员在协作研究经验中具有历史悠久的代表性群体的本科生和高中实习生。这些桥接化学合成和化学催化计划的活动正在帮助提高化学工业的可持续性和创新，同时促进美国的技术劳动力。基金金属催化剂提出的多种反应是结合效率和可持续性的优势的重要过程。 Engle教授和Liu教授正在开发镍催化，三个组成部分，对烯烃，有机盐和有机试剂的交叉偶联反应。这些转换的产物在结构上很复杂，包含一个或多个立体中心，并且自然映射到在学术界和行业中有用的化学子结构。该协作研究项目利用了Engle实验室的合并专家在实验有机化学和计算有机化学中的LIU实验室中，以研究反应机制，设计手性配体进行不对称诱导，并预测硅词法中的催化物理特性。这些活动正在为一个潜水员，本科生和高中生提供尖端的跨学科培训，这些培训是从两个PI中学习的，并在两个机构的两个研究小组中与两个研究小组互动。该奖项反映了NSF的法定任务，并被认为是通过使用基金会的知识分子和更广泛影响的评估来审查Criteria来通过评估来通过评估来获得支持的。

项目成果

期刊论文数量（6）

专著数量（0）

科研奖励数量（0）

会议论文数量（0）

专利数量（0）

Structurally Diverse Bench‐Stable Nickel(0) Pre‐Catalysts: A Practical Toolkit for In Situ Ligation Protocols**

结构多样化的基准 - 稳定镍 (0) 预催化剂：原位连接方案的实用工具包**

DOI：
10.1002/anie.202211794
发表时间：
2023
期刊：
Angewandte Chemie International Edition
影响因子：
0
作者：
Tran, Van T.;Kim, Nana;Rubel, Camille Z.;Wu, Xiangyu;Kang, Taeho;Jankins, Tanner C.;Li, Zi‐Qi;Joannou, Matthew V.;Ayers, Sloan;Gembicky, Milan
通讯作者：
Gembicky, Milan

Collaboration as a Key to Advance Capabilities for Earth-Abundant Metal Catalysis