Synthetic Methodologies Utilizing Superelectrophiles

利用超亲电子试剂的合成方法

• 批准号: 1300878
• 负责人: Douglas Klumpp
• 金额: $ 24万
• 依托单位: Northern Illinois University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2013
• 资助国家: 美国
• 起止时间: 2013-10-01 至 2017-09-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1300878&HistoricalAwards=false
• 关键词: Synthetic; Methodologies; Utilizing; Superelectrophiles

In this project funded by the Chemical Synthesis Program of the Chemistry Division, Professor Douglas A. Klumpp of the Department of Chemistry and Biochemistry at Northern Illinois University will explore synthetic chemistry involving highly charged cationic species (superelectrophiles). It has been previously shown that superelectrophiles exhibit large-scale electron delocalization and these charge-charge repulsive effects can be used to drive new types of synthetic reactions. Specific synthetic goals include the preparation of technologically important heterocyclic products, such as indoles, indolizidines, 2-oxyindoles, and aza-steroids. Several natural product syntheses will be explored using this chemistry. Superelectrophilic reactions will also be done to identify synthetic routes to commodity chemicals from biorenewable feedstock.The successful development of the proposed chemistry will improve access to a variety of organic products. These chemical reactions could be valuable to the pharmaceutical, petrochemical, colorants/dye/pigment, and agricultural chemical industries. With both synthetic and mechanistic components, the research will be an ideal training ground for graduate and undergraduate students in chemistry. Moreover, summer research projects are planned for home-schooled, high school age students-typically, high achieving students with little access to formal laboratory sciences.

在化学系化学合成项目资助的这一项目中，道格拉斯A.北方伊利诺伊大学化学与生物化学系的Klumpp将探索涉及高电荷阳离子物种（超亲电体）的合成化学。 以前已经表明，超亲电体表现出大规模的电子离域，这些电荷-电荷排斥效应可用于驱动新型的合成反应。 具体的合成目标包括制备技术上重要的杂环产物，如吲哚、吲嗪、2-羟基吲哚和氮杂甾体。 一些天然产物的合成将探讨使用这种化学。 还将进行超亲电反应，以确定从生物可再生原料合成商品化学品的合成路线，拟议化学品的成功开发将改善各种有机产品的获取。 这些化学反应对制药、石油化工、着色剂/染料/颜料和农业化学工业可能是有价值的。 与合成和机械组件，该研究将是一个理想的培训基地，研究生和本科生在化学。 此外，暑期研究项目是为在家接受教育的高中年龄的学生设计的，这些学生通常是成绩很好的学生，很少有机会接触到正式的实验室科学。