SusChEM: Complexity-Building Reactions from Feedstock Chemicals

SusChEM：原料化学品的复杂性反应

• 批准号: 1665008
• 负责人: Jeffrey Johnson
• 金额: $ 45万
• 依托单位: University of North Carolina at Chapel Hill
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2017
• 资助国家: 美国
• 起止时间: 2017-07-01 至 2021-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1665008&HistoricalAwards=false
• 关键词: SusChEM; Complexity; Building; Reactions; Feedstock

The Chemical Synthesis Program of the Chemistry Division supports the project by Professor Jeffrey Johnson. Professor Johnson is a faculty member in the Department of Chemistry at the University of North Carolina at Chapel Hill. The synthesis of organic molecules is central to a wide variety of scientific endeavors ranging from the discovery of new drugs to the development of new materials. Typically, these synthetic efforts have at their origin a small molecule that it built upon by various functional groups. Professor Johnson is developing new methods for rapidly accessing these valuable small starting blocks from inexpensive, abundant feedstock chemicals. The transformations are accomplished using catalysts that are not consumed in the reactions along with environmentally-friendly chemicals like molecular oxygen and molecular hydrogen in order to ensure that the processes are sustainable. This project provides an ideal platform for training graduate, undergraduate, and high school students from all backgrounds. Professor Johnson's group has a history of inclusion and diversity, and as department chairperson, he is in an excellent position to continue advancing initiatives that contribute to the overall diversity of the department.The creation of highly functionalized, stereochemically-defined small molecule building blocks is central to many scientific endeavors, particularly in the realm of drug discovery and chemical biology. An ongoing challenge is the development of tools that not only deliver novel chemical entities, but do so in a way that is sustainable. This proposal seeks to develop new chemical reactions and sequences that operate at the intersection of these two issues in chemical synthesis. This project provides reveals uniquely enabling mechanisms for reactions of strained ring compounds. It is expected that this expansion of the strained ring paradigm into substructures derived from commercial, readily available feedstock chemical may provide unique, efficient access to heretofore unknown chemical matter. The reactions under study rapidly develop complex three-dimensional architectures from planar aromatics in a few chemical operations. The outreach plan integrates the research team into the local community for STEAM Day at Northside Elementary School, which serves a majority non-white student population in North Carolina.

化学系的化学合成计划支持杰弗里约翰逊教授的项目。约翰逊教授是查佩尔山的北卡罗来纳州大学化学系的教员。 有机分子的合成是从发现新药到开发新材料的各种科学努力的核心。通常，这些合成努力在其起源处具有由各种官能团构建的小分子。约翰逊教授正在开发新的方法，从廉价，丰富的原料化学品中快速获得这些有价值的小起始块。这些转化是使用在反应中不消耗的催化剂沿着分子氧和分子氢等环境友好的化学物质来完成的，以确保这些过程是可持续的。 该项目为来自各种背景的研究生、本科生和高中生提供了一个理想的培训平台。 约翰逊教授的团队具有包容性和多样性的历史，作为系主任，他处于一个非常有利的位置，继续推进有助于该部门整体多样性的举措。高度官能化的，立体化学定义的小分子构建模块的创建是许多科学工作的核心，特别是在药物发现和化学生物学领域。 一个持续的挑战是开发工具，不仅提供新的化学实体，但这样做的方式是可持续的。 该提案旨在开发在化学合成中这两个问题的交叉点上操作的新的化学反应和序列。 该项目揭示了应变环化合物反应的独特机制。预期应变环范例到衍生自商业的、容易获得的原料化学品的子结构的这种扩展可以提供对迄今未知的化学物质的独特的、有效的访问。 所研究的反应在一些化学操作中从平面芳烃迅速形成复杂的三维结构。 该推广计划将研究团队融入当地社区，参加诺斯赛德小学的蒸汽日活动，该小学为北卡罗来纳州的大多数非白人学生提供服务。

项目成果

Synthesis and Desymmetrization of meso Tricyclic Systems Derived from Benzene Oxide

苯氧化物内消旋三环体系的合成与去对称化

• DOI: 10.1021/acs.joc.8b00523
• 发表时间: 2018
• 期刊: The Journal of Organic Chemistry
• 作者: Matías, Desirée M.;Johnson, Jeffrey S.
• 通讯作者: Johnson, Jeffrey S.