SusChEM: The Versatility of Electrophilic Metal N-Aryl Catalytic Intermediates for Carbon-Nitrogen Bond Formation

化学系的化学合成项目支持汤姆·G教授的项目。司机 德赖弗教授是芝加哥伊利诺斯大学化学系的教员。他正在探索金属-氮催化中间体形成碳-氮键的反应性。该项目的目标是开发新的金属催化过程，以在具有重要生物和电子特性的分子中形成具有挑战性的含氮杂环。氮杂环化合物普遍存在于已显示改善人类生活质量和健康的药剂中。该项目的假设驱动性质非常适合各级科学家的教育。司机教授的研究团队包括本科生和研究生，包括妇女和代表性不足的少数民族。他已经建立了一个环境，让学生在他们的专业发展前进。该项目包括高中生的研究经验，以激发他们在科学，技术，工程和数学领域的职业追求。氮杂环化合物在药物和天然产品中无处不在，可以改善人类的生活质量和健康。简化获得官能化的氮（N）-杂环对于生物学和医学研究的进步是有用的。 正在进行的实验使用亲电金属N-芳基催化中间体的新的反应性，在芳基叠氮化物和硝基芳烃的新的碳-氮键形成反应的发展。 这些项目通过开发与现有方案在机械上不同的合成方法，通过构建碳-氮键和碳-碳键，解决了获得复杂的官能化N-杂环化合物的最新方法中的差距。为此，主要研究者的目标是：（1）开发新的金属催化的多米诺碳-氢胺化反应，以有效地从芳基叠氮化物获得N-杂环;（2）通过金属催化的环化-迁移序列或碳-氢胺化从硝基芳烃合成N-杂环;（3）使用硝基芳烃实现分子间sp2和sp3碳-氢胺化反应;（4）通过研究由N-甲苯磺酰腙形成的金属-卡宾，确定所观察到的亲电金属N-芳基氮烯的反应性模式是否是二价催化中间体的普遍现象。 这些研究产生的化合物被添加到伊利诺伊大学芝加哥中心（UICentre）的药物发现新的小分子库，并提交给Driver教授的高通量筛选（HTS）设施，以启动新的合作。 该项目是培训学生在科学事业中取得进步的手段。 通过强调女性和代表性不足的少数民族学生的参与，该方案有助于实现PCAST（总统科技顾问理事会）概述的目标，以改变和改善科学，技术，工程和数学（STEM）学生管道。

The Chemical Synthesis Program of the Chemistry Division supports the project by Professor Tom G. Driver. Professor Driver is a faculty member in the Department of Chemistry at the University of Illinois at Chicago. He is exploring the reactivity of metal-nitrogen catalytic intermediates for the formation of carbon-nitrogen bonds. The goal of this project is to develop new metal-catalyzed processes to form challenging nitrogen-containing heterocycles in molecules that exhibit important biological and electronic properties. Nitrogen heterocycles are pervasive in pharmaceutical agents that have been shown to improve the quality of life and health of humans. The hypothesis-driven nature of the project is well suited for the education of scientists at all levels. Professor Driver's research team includes undergraduate and graduate students, including women and underrepresented minorities. He has established an environment for students to advance in their professional development. The project includes research experiences for high school students to inspire their pursuit of careers in science, technology, engineering and mathematics fields.Nitrogen heterocycles are pervasive in pharmaceuticals and natural products that may improve the quality of life and health of humans. Simplifying access to functionalized nitrogen (N)-heterocycles is useful for the advancement of biological and medicinal studies. The experiments being conducted use the novel reactivity of electrophilic metal N-aryl catalytic intermediates in the development of new carbon-nitrogen bond-forming reactions of aryl azides and nitroarenes. The projects address gaps in state-of-the-art methods to access complex, functionalized N-heterocyclic compounds through construction of carbon-nitrogen and carbon-carbon bonds by developing synthetic methods that are mechanistically distinct from existing protocols. Towards that end, the principle investigator's goals are to: (1) develop new metal-catalyzed domino carbon-hydrogen amination reactions to efficiently access N-heterocycles from aryl azides; (2) synthesize N-heterocycles from nitroarenes through a metal-catalyzed cyclization-migration sequence or carbon-hydrogen amination; (3) achieve intermolecular sp2 and sp3 carbon-hydrogen amination reactions using nitroarenes; (4) determine if the reactivity patterns observed for electrophilic metal N-aryl nitrenes are a general phenomenon of divalent catalytic intermediates by studying metal-carbenes formed from N-tosylhydrazones. The compounds resulting from these studies are added to the University of Illinois at Chicago Center (UICentre) for Drug Discovery's novel small molecule library and submitted to Professor Driver's High-Throughput Screening (HTS) facility in order to initiate new collaborations. This project serves as means for the training of students to advance in their scientific careers. By emphasizing the participation of female and underrepresented minority students, this program helps meet the goals outlined by PCAST (President's Council of Advisors on Science and Technology) to transform and improve the science, technology, engineering and mathematics (STEM) student pipeline.