CAREER: New Catalytic Reactions of Nitroxy Compounds

职业：硝基化合物的新催化反应

• 批准号: 1455061
• 负责人: Oleg Larionov
• 金额: $ 65.08万
• 依托单位: University of Texas at San Antonio
• 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: 2015-07-01 至 2021-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1455061&HistoricalAwards=false
• 关键词: CAREER; New; Catalytic; Reactions; Nitroxy

In this project funded by the Chemical Synthesis program of the Chemistry Division, Professor Oleg Larionov of The University of Texas at San Antonio is developing catalytic systems that can control the reactivity and stereoselectivity of nitroxy compounds. In particular, this work is seeking to provide fundamental insights into the interactions of transition-metal catalysts with highly reactive nitrosoalkenes, N-oxides and oxazines that are valuable precursors to alkaloids, many of which have important medicinal properties. The educational plan involves the development of a course focused on organic synthesis for graduate and advanced-level undergraduate students implementing process-oriented, guided-inquiry learning techniques. In addition, outreach efforts promote the ideas and principles of sustainable chemistry in the K-12 education by engaging local K-12 science teachers who are working with underserved populations. The chemistry of nitroxy compounds is distinguished by a diversity of chemical properties and reactivities. This unmatched diversity is a challenge for the development of synthetic methods exploiting unique reactivities of nitroxy compounds. In particular, control of regio- and stereoselectivity is a long-standing problem for these compounds. This study focuses on the fundamental factors that influence the regio- and stereochemical outcomes of cycloannulations and carbon-carbon bond-formation reactions of nitrosoalkenes, N-oxides, and oxazines. The catalytic reactions discovered in this project are expected to impact several adjacent research areas, including materials science, bioorganic chemistry and catalysis.

在这个由化学系化学合成项目资助的项目中，德克萨斯大学圣安东尼奥分校的Oleg Larionov教授正在开发可以控制硝氧化合物的反应性和立体选择性的催化系统。特别是，这项工作正在寻求提供过渡金属催化剂与高活性亚硝基烯烃，N-氧化物和恶嗪的相互作用的基本见解，这些化合物是生物碱的有价值的前体，其中许多具有重要的药用特性。教育计划涉及为研究生和高级本科生开发一门以有机合成为重点的课程，实施面向过程的指导探究学习技术。此外，外联工作通过与当地K-12科学教师接触，促进K-12教育中可持续化学的思想和原则。硝酰氧化合物的化学性质和反应性的多样性是其独特之处。这种无与伦比的多样性对于开发利用硝氧基化合物的独特反应性的合成方法是一个挑战。特别是，区域和立体选择性的控制是这些化合物的长期问题。本研究着重于影响亚硝基烯烃、N-氧化物和恶嗪的环化和碳-碳键形成反应的区域和立体化学结果的基本因素。该项目中发现的催化反应有望影响几个相邻的研究领域，包括材料科学，生物有机化学和催化。