CAREER: Harnessing Nitrogen-Heteroatom Bonds for Unsaturated Carbon-Carbon Bond Difunctionalization

职业：利用氮-杂原子键进行不饱和碳-碳键双官能化

• 批准号: 1455220
• 负责人: Qiu Wang
• 金额: $ 65万
• 依托单位: Duke University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2015
• 资助国家: 美国
• 起止时间: 2015-06-01 至 2022-05-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1455220&HistoricalAwards=false
• 关键词: CAREER; Harnessing; Nitrogen; Heteroatom; Bonds

With this CAREER Award, the Chemical Synthesis Program supports fundamental research to be carried out by Professor Qiu Wang at Duke University. Professor Wang will develop new synthetic routes to organic compounds that contain nitrogen. Organonitrogen compounds are widely distributed in nature and they display a broad range of biological activities. Efficient multistep processes are being developed to construct carbon-nitrogen bonds through the use of versatile intermediates. In addition to applications in biological and chemical science, this research has the potential to impact the pharmaceutical, chemical and agricultural industries through the creation of efficient routes leading from readily available starting materials to important nitrogen-containing synthetic intermediates. This research aims to provide broadly applicable strategies for the synthesis of more complex organic structures. To motivate young minds, Professor Wang will develop a training foundation directed at involving women and underrepresented minority students in cutting-edge chemical research. This educational program will encourage students to think creatively and collaboratively, building the skills necessary to undertake complex scientific and social challenges and encouraging students to pursue careers in scientific discovery. Toward this goal, Professor Wang will work with North Carolina local high schools and the Duke Service-Learning Program to provide opportunities for high school students to conduct hands-on experiments at the frontiers of chemistry research. This outreach program will recruit faculty, graduate students and undergraduate students as science ambassadors to visit local schools and to speak on their research. Professor Wang's research focuses on the direct introduction of 1,2-diamino-functionality onto diverse unsaturated carbon-carbon bonds. The project involves the study of reactivity in reagents bearing nitrogen-heteroatom bonds (N-X; X=Cl, Br, I, OR) with the goal of developing operationally simple and efficient amino-functionalization reactions, including (1) the amino-halogenation of arynes to prepare ortho-functionalized aminoarenes, (2) intramolecular amino-fluorination to prepare fluorinated aza-heterocycles, and (3) intra- and intermolecular alkene diamination reactions designed to prepare valuable vicinal diamines. Experimental studies are planned to provide insight into the mechanism and stereochemical outcome of these reactions, potentially guiding the design of second generation N-X to N-C transformations.

有了这个职业奖，化学合成计划支持基础研究将由王秋教授在杜克大学进行。王教授将开发含氮有机化合物的新合成路线。有机氮化合物广泛存在于自然界中，具有广泛的生物活性。正在开发有效的多步工艺，通过使用多功能中间体来构建碳-氮键。除了在生物和化学科学中的应用外，这项研究还可能通过创建从现成的起始材料到重要的含氮合成中间体的有效路线来影响制药，化学和农业行业。本研究旨在为合成更复杂的有机结构提供广泛适用的策略。为了激励年轻人，王教授将建立一个培训基金会，旨在让女性和少数民族学生参与尖端化学研究。该教育计划将鼓励学生创造性地思考和协作，培养承担复杂的科学和社会挑战所需的技能，并鼓励学生追求科学发现的职业生涯。为此，王教授将与北卡罗来纳州当地高中和杜克服务学习计划合作，为高中生提供机会，在化学研究的前沿进行动手实验。这项推广计划将招募教师，研究生和本科生作为科学大使访问当地学校，并就他们的研究发表讲话。王教授的研究重点是将1，2-二氨基官能团直接引入到不同的不饱和碳-碳键上。该项目涉及研究带有氮杂原子键的试剂的反应性（N-X; X=Cl，Br，I，OR），目的是开发操作简单和有效的氨基官能化反应，包括（1）芳基的氨基卤化以制备邻位官能化的氨基芳烃，（2）分子内氨基卤化以制备氟化的氮杂杂环，和（3）设计用于制备有价值的邻位二胺的分子内和分子间烯烃二胺化反应。实验研究计划提供深入了解这些反应的机制和立体化学的结果，可能指导第二代N-X到N-C转换的设计。