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SusCHEM: New Redox-Active Pincer Ligands for Sustainable Base Metal Cross Coupling Catalysis

SusCHEM：用于可持续贱金属交叉偶联催化的新型氧化还原活性钳配体

基本信息

批准号：
1464852
负责人：
Jake Soper
金额：
$ 28.63万
依托单位：
Georgia Tech Research Corporation
依托单位国家：
美国
项目类别：
Standard Grant
财政年份：
2015
资助国家：
美国
起止时间：
2015-09-01 至 2018-06-30
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=1464852&HistoricalAwards=false
关键词：
SusCHEM New Redox Active Pincer

项目摘要

With this award, the Chemical Catalysis Program of the Division of Chemistry is funding Professor Jake Soper of the Georgia Institute of Technology to develop new sustainable, inexpensive and environmentally benign catalysts for the formation of carbon-carbon bonds. Selective carbon-carbon bond forming reactions are important for the synthesis of pharmaceuticals, specialty and commodity chemicals, materials, and fuels. Most state-of-the-art catalysts for carbon-carbon bond forming reactions are based on expensive and rare precious metals, such as palladium, platinum and iridium, and routes to carbon-carbon bonds often require toxic or expensive precursor molecules. This project is addressing both of these issues by developing catalysts based on more abundant and benign metals, such as iron, cobalt, and nickel. To accomplish this goal, Professor Soper's team is developing new ligands, to bind the base metal centers and impart the desired reactivity. The research team includes high school students, undergraduate students, graduate students, and high school chemistry teachers. In addition, an educational outreach program is developing a series of online education modules with accompanying demonstrations, experiments and in-class discussions for Atlanta AP chemistry classrooms.Redox-active ligands can bring about precious metal-like organometallic reactions at later 3d transition metals. With this award, Professor Soper is preparing new pincer-type redox-active ligands that harness these ligand-mediated redox steps for functional base metal cross coupling catalysis. Target reactions include cobalt-catalyzed cross coupling of alkyl ether electrophiles and iron, cobalt and nickel-catalyzed aerobic dehydrogenative carbon-carbon cross coupling via direct carbon-hydrogen activation. All of these coupling reactions address issues of sustainability by replacing palladium with base metal catalysts that are inexpensive and environmentally benign, as well as replacing halogen-containing stoichiometric oxidants and pre-functionalized substrates with dioxygen and carbon-hydrogen bonds, respectively.

凭借该奖项，化学系的化学催化项目正在资助佐治亚理工学院的杰克·索珀教授开发新型可持续、廉价且环境友好的催化剂，用于形成碳-碳键。选择性碳-碳键形成反应对于药物、特种化学品和日用化学品、材料和燃料的合成非常重要。大多数用于碳-碳键形成反应的最先进的催化剂都是基于昂贵且稀有的贵金属，例如钯、铂和铱，并且形成碳-碳键的途径通常需要有毒或昂贵的前体分子。该项目正在通过开发基于更丰富和良性金属（例如铁、钴和镍）的催化剂来解决这两个问题。为了实现这一目标，索珀教授的团队正在开发新的配体，以结合贱金属中心并赋予所需的反应性。研究团队包括高中生、本科生、研究生、高中化学教师。此外，教育推广计划正在开发一系列在线教育模块，并为亚特兰大 AP 化学教室提供演示、实验和课堂讨论。氧化还原活性配体可以在以后的 3d 过渡金属中引发类似贵金属的有机金属反应。凭借这一奖项，Soper 教授正在制备新的钳型氧化还原活性配体，利用这些配体介导的氧化还原步骤进行功能性贱金属交叉偶联催化。目标反应包括烷基醚亲电子试剂的钴催化交叉偶联以及通过直接碳-氢活化的铁、钴和镍催化的需氧脱氢碳-碳交叉偶联。所有这些偶联反应通过用廉价且环境友好的贱金属催化剂代替钯，以及分别用双氧键和碳氢键代替含卤素化学计量氧化剂和预官能化基材来解决可持续性问题。