Synthetic Methodologies Utilizing Superelectrophiles

在这个由化学系化学合成计划资助的项目中，北伊利诺伊大学化学和生物化学系的道格拉斯·A·克伦普教授将探索涉及高电荷阳离子物种(超亲电)的合成化学。已有研究表明，超亲电体表现出大规模的电子离域效应，这些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品，如吲哚、吲哚肼、2-氧吲哚和氮杂类固醇。利用这种化学将探索几种天然产物的合成。还将进行超亲电反应，以确定从生物可再生原料中合成商品化学品的路线。拟议化学的成功开发将使人们更容易获得各种有机产品。这些化学反应可能对制药、石化、着色剂/染料/颜料和农用化学工业有价值。这项研究既有合成部分，也有机械部分，将成为化学专业研究生和本科生的理想训练基地。此外，暑期研究项目是为在家接受教育的高中生计划的--通常是成绩优异的学生，几乎没有机会接触正规的实验室科学。

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.