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A New Class of Selenium Catalysts for the Amination of Alkenes and Alkynes

用于烯烃和炔烃胺化的新型硒催化剂

基本信息

批准号：
1764450
负责人：
Forrest Michael
金额：
$ 42万
依托单位：
University of Washington
依托单位国家：
美国
项目类别：
Continuing Grant
财政年份：
2018
资助国家：
美国
起止时间：
2018-05-01 至 2021-04-30
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=1764450&HistoricalAwards=false
关键词：
New Class Selenium Catalysts Amination

项目摘要

A New Class of Selenium Catalysts for the Amination of Alkenes and AlkynesMost organic molecules in biology contain nitrogen atoms that are critical to their activity. In making these compounds, chemists employ many powerful catalysts based on transition metals. As we progress towards a greener, more sustainable future, it is critical that we find new catalysts that are equally powerful, yet less expensive and less toxic. In this project, Prof. Michael of the Department of Chemistry at the University of Washington is studying catalysts based on selenium as alternatives to transition metal-based catalysts. These catalysts can introduce nitrogen-containing groups at specific, key points in simple organic molecules. This project is determining how changes to the structure of the selenium catalysts controls these reactions. Prof. Michael is engaged in outreach activities that provide research and learning opportunities to highly gifted and talented young scientists through his work with the Center for Excellence in Education and the Research Science Institute and Research Science Initiative, where he teaches high school students in the US and China about cutting-edge research in chemistry.With funding from the Chemical Catalysis Program of the Chemistry Division, Prof. Michael of the University of Washington is studying how ligands normally used for transition metal catalysts, such as phosphines and N-heterocyclic carbenes, can be employed to control the catalytic reactivity of selenium. These reactions will allow the transformation of inexpensive hydrocarbon starting materials into more complex compounds by the selective introduction of nitrogen substituents via allylic, vinylic and propargylic C-H amination reactions, as well as diamination and hydroamination reactions. The fundamental reaction mechanisms and key intermediates in these transformations are being studied by testing structure-function relationships and examining intermediates by multi-nuclear (1H, 31P, 77Se) NMR spectroscopy. Prof. Michael is engaged in outreach activities that mentor highly gifted and talented young scientists through his work with the Center for Excellence in Education and the Research Science Institute and Research Science Initiative.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.

一种新型的硒催化剂用于烯烃和炔烃的胺化反应生物中的大多数有机分子都含有对其活性至关重要的氮原子。在制造这些化合物时，化学家使用许多基于过渡金属的强力催化剂。随着我们朝着更绿色、更可持续的未来迈进，我们必须找到同样强大、更便宜、毒性更低的新催化剂。在该项目中，华盛顿大学化学系的Michael教授正在研究基于硒的催化剂作为过渡金属基催化剂的替代品。这些催化剂可以在简单有机分子的特定关键点引入含氮基团。该项目正在确定硒催化剂结构的变化如何控制这些反应。Michael教授在卓越教育中心、研究科学学院和研究科学计划（Research Science Institute and Research Science Initiative）工作，为美国和中国的高中生讲授化学前沿研究，为极具天赋和才华的年轻科学家提供研究和学习机会。在化学系化学催化项目的资助下，华盛顿大学的迈克尔教授正在研究如何使用通常用于过渡金属催化剂的配体，如膦和N-杂环卡宾，来控制硒的催化反应性。这些反应将允许通过烯丙基、乙烯基和炔丙基C-H胺化反应以及二胺化和加氢胺化反应选择性引入氮取代基，将廉价的烃起始材料转化为更复杂的化合物。这些转变的基本反应机制和关键中间体正在研究测试结构-功能关系和检查中间体的多核（1H，31 P，77 Se）NMR光谱。Michael教授通过与卓越教育中心、研究科学研究所和研究科学倡议的合作，参与了指导极具天赋和才华的年轻科学家的外展活动。该奖项反映了NSF的法定使命，并通过使用基金会的智力价值和更广泛的影响审查标准进行评估，被认为值得支持。