CAREER: SusChEM: New Methods for Cu-Catalyzed Cross-Coupling Reactions

职业：SusChEM：铜催化交叉偶联反应的新方法

• 批准号: 1554760
• 负责人: Michael Brown
• 金额: $ 67.5万
• 依托单位: Indiana University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2016
• 资助国家: 美国
• 起止时间: 2016-04-01 至 2022-05-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1554760&HistoricalAwards=false
• 关键词: CAREER; SusChEM; New; Methods; Cu

In this (CAREER) project funded by the Chemical Catalysis Program of the Chemistry Division, Professor Michael K. Brown of the Department of Chemistry at Indiana University is introducing new methods for the catalytic construction of carbon-carbon bonds, which is an important objective in modern organic chemistry. The overarching goal of this research is to utilize inexpensive copper (Cu)-catalysts to assist in the synthesis of useful molecules such as new pharmaceutical agents. This new catalytic method promotes sustainability by using first row (non-precious metal) copper catalysts. Such catalyst are more abundant, less toxic and less environmentally harmful than precious metal catalysts. The educational goal is accomplished by developing engaging chemistry-themed classroom activities and by evaluating, improving and replicating a permanent chemistry-themed exhibit at a children's museum recently developed by the Brown Lab. These activities introduce and connect a known concept, smell, to something unknown, chemical structure. Professor Brown's efforts meet two needs in science education: development of chemistry-themed exhibits at science museums, and introduction of chemistry to children at a young age.Professor Brown is developing two general classes of Cu-catalyzed methods for carbon-carbon bond formation: 1) Suzuki-Miyaura-type cross-coupling reactions, and 2) Suzuki-Miyaura-type cross-coupling reactions that are interrupted by an alkene. Implementation of these methods enables chemists in academia and industry to access complex molecular scaffolds that were previously difficult to prepare. The impacts and intellectual merit of these studies are expected to be the following: 1) introduction of inexpensive, sustainable Cu-catalysts for Suzuki-Miyaura-type cross-couplings, 2) discovery of new methods for the functionalization of readily available unactivated alkenes, and 3) uncovering new modes of reactivity with Cu-catalysts. This research promotes sustainable chemistry by using first row (non-precious metal) copper catalysts. The educational goal is accomplished by developing fun and engaging organic chemistry-themed classroom activities and by evaluating, improving and replicating a permanent organic chemistry themed exhibit at a children's museum recently developed by the Brown Lab. These activities introduce and connect a known concept, smell, to something unknown, chemical structure. As the educational component of his project, Professor Brown is developing materials that educate children in grades K-6 about very basic concepts related to molecular structure and organic chemistry.

在这个由化学系化学催化项目资助的（CAREER）项目中，Michael K.印第安纳州大学化学系的布朗正在介绍碳-碳键催化构建的新方法，这是现代有机化学的一个重要目标。 这项研究的首要目标是利用廉价的铜（Cu）催化剂来帮助合成有用的分子，如新的药物制剂。 这种新的催化方法通过使用第一行（非贵金属）铜催化剂来促进可持续性。 这种催化剂比贵金属催化剂更丰富、毒性更小且对环境危害更小。 教育目标是通过开发从事化学为主题的课堂活动，并通过评估，改进和复制一个永久性的化学为主题的展览在儿童博物馆最近开发的布朗实验室。 这些活动引入并连接一个已知的概念，气味，到未知的东西，化学结构。 布朗教授的努力满足了科学教育的两个需求：在科学博物馆开发以化学为主题的展览，以及向年幼的孩子们介绍化学。布朗教授正在开发两大类铜催化的碳-碳键形成方法：1）Suzuki-Miyaura型交叉偶联反应，和2）Suzuki-Miyaura型交叉偶联反应，其中被烯烃打断。 这些方法的实施使学术界和工业界的化学家能够获得以前难以制备的复杂分子支架。 这些研究的影响和知识价值预计如下：1）引入用于Suzuki-Miyaura型交叉偶联的廉价，可持续的Cu催化剂，2）发现用于容易获得的未活化烯烃的官能化的新方法，以及3）发现与Cu催化剂反应的新模式。这项研究通过使用第一排（非贵金属）铜催化剂来促进可持续化学。 教育目标是通过开发有趣和参与有机化学为主题的课堂活动，并通过评估，改进和复制一个永久的有机化学为主题的展览在儿童博物馆最近开发的布朗实验室。 这些活动引入并连接一个已知的概念，气味，到未知的东西，化学结构。 作为他的项目的教育组成部分，布朗教授正在开发的材料，教育儿童在年级K-6有关分子结构和有机化学的非常基本的概念。

项目成果

Stereoselective [4+2]‐Cycloaddition with Chiral Alkenylboranes

立体选择性 [4 2] — 与手性烯基硼烷的环加成

• DOI: 10.1002/anie.202000652
• 发表时间: 2020
• 期刊: Angewandte Chemie International Edition
• 作者: Ni, Dongshun;Witherspoon, Brittany P.;Zhang, Hong;Zhou, Chen;Houk, K. N.;Brown, M. Kevin
• 通讯作者: Brown, M. Kevin