Development of Green Catalytic Coupling Reactions via Unreactive Bond Activation

通过非反应性键活化开发绿色催化偶联反应

• 批准号: 1664652
• 负责人: Chae Yi
• 金额: $ 45万
• 依托单位: Marquette University
• 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: 2017-09-01 至 2022-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1664652&HistoricalAwards=false
• 关键词: Development; Green; Catalytic; Coupling; Reactions

To avoid environmental pollution from some chemical processes, extensive research effort is focused on the development of energy-efficient, "green" catalytic methods to manufacture beneficial chemicals from petroleum and biomass. Transition metal catalyzed coupling of molecules with carbon-hydrogen (C-H) bonds to form new carbon-carbon (C-C) bonds are one such method. These reactions impact a broad spectrum of applications ranging from petrochemicals to pharmaceutical agents. Dr. Yi's research group is investigating the scope and mechanism of these reactions. Dr. Yi's group is applying these reactions to the syntheses of complex organic molecules, and extending the research to the syntheses of carbon-nitrogen (C-N) and carbon-oxygen (C-O) bonds. The research results impact economic and environmental issues important to commodity chemicals, pharmaceuticals, and crop protection chemicals. The Yi group is actively recruiting and training undergraduate and graduate students from colleges and universities in the Midwest region. In a collaborative effort with the NSF-STEM program, the Yi group is hosting undergraduate interns from a local college (Milwaukee Area Technical College) during the summer. Professor Yi is investigating the scope and mechanism of new catalytic sp3 C-H coupling methods of saturated hydrocarbons and their applications for the synthesis of complex organic molecules. The central theme of this project is the development of green catalytic coupling methods of C-H bonds that give desired products without forming toxic and wasteful byproducts. The project is also developing novel catalytic coupling methods via C-C and C-X (X = N, O) bond activation for biomass-relevant substrates. Catalytic C-C and C-X bond activation methods are of fundamental importance with enormous synthetic and economic potential in realizing cost-effective and environmentally benign syntheses of petroleum and biomass feedstocks. The proposed project is aiming to develop expedient syntheses of both bio-based materials and pharmaceutical agents, which can bear significant economic and environmental benefits to society in terms of designing next generation of energy-efficient and environmentally sustainable catalytic processes. Professor Yi's research is also providing education and training in organometallic chemistry and homogeneous catalysis for graduate and postgraduate workers in his group. In a collaborative effort through a NSF-STEM program, the PI's group is hosting undergraduate interns from a local college (Milwaukee Area Technical College) during the summer.

为了避免某些化学过程造成的环境污染，广泛的研究工作集中在开发节能的“绿色”催化方法以从石油和生物质制造有益的化学品。过渡金属催化的分子与碳-氢（C-H）键的偶联以形成新的碳-碳（C-C）键就是这样一种方法。 这些反应影响了从石油化工到药物制剂的广泛应用。易博士的研究小组正在研究这些反应的范围和机制。Yi博士的团队正在将这些反应应用于复杂有机分子的合成，并将研究扩展到碳-氮（C-N）和碳-氧（C-O）键的合成。研究结果对商品化学品、药品和作物保护化学品的经济和环境问题具有重要影响。易氏集团正在积极招收和培养中西部地区高校的本科生和研究生。在与NSF-STEM项目的合作中，易氏集团在夏季接待了当地一所大学（密尔沃基地区技术学院）的本科实习生。 易教授正在研究饱和烃的sp3 C-H偶联新催化方法的范围和机理，以及它们在合成复杂有机分子中的应用。该项目的中心主题是开发C-H键的绿色催化偶联方法，该方法可以得到所需的产物，而不会形成有毒和浪费的副产物。该项目还通过C-C和C-X（X = N，O）键活化开发了生物质相关基质的新型催化偶联方法。催化C-C和C-X键活化方法在实现石油和生物质原料的成本效益和环境友好的合成中具有巨大的合成和经济潜力，具有根本的重要性。拟议项目旨在开发生物基材料和药剂的便利合成，这在设计下一代节能和环境可持续的催化工艺方面可以为社会带来重大的经济和环境效益。易教授的研究也为他的研究小组的研究生和研究生工作者提供了有机金属化学和均相催化的教育和培训。在通过NSF STEM项目的合作努力中，PI的团队在夏季接待了当地一所大学（密尔沃基地区技术学院）的本科实习生。

项目成果

Scope and Mechanism of the Redox-Active 1,2-Benzoquinone Enabled Ruthenium-Catalyzed Deaminative α-Alkylation of Ketones with Amines

氧化还原活性 1,2-苯醌钌催化酮与胺的脱氨 α-烷基化反应的范围和机制

• DOI: 10.1021/acscatal.1c04732
• 发表时间: 2021
• 期刊: ACS Catalysis
• 影响因子: 12.9
• 作者: Kirinde Arachchige, Pandula T.;Handunneththige, Suhashini;Talipov, Marat R.;Kalutharage, Nishantha;Yi, Chae S.
• 通讯作者: Yi, Chae S.

Synthesis of Symmetric and Unsymmetric Secondary Amines from the Ligand-Promoted Ruthenium-Catalyzed Deaminative Coupling Reaction of Primary Amines.

• DOI: 10.1021/acs.joc.8b00649
• 发表时间: 2018-05-04
• 期刊: The Journal of organic chemistry
• 作者: Arachchige PTK;Lee H;Yi CS
• 通讯作者: Yi CS

Synthesis of Quinazoline and Quinazolinone Derivatives via Ligand-Promoted Ruthenium-Catalyzed Dehydrogenative and Deaminative Coupling Reaction of 2-Aminophenyl Ketones and 2-Aminobenzamides with Amines

• DOI: 10.1021/acs.orglett.9b01082
• 发表时间: 2019-05-03
• 期刊: ORGANIC LETTERS
• 影响因子: 5.2
• 作者: Arachchige, Pandula T. Kirinde;Yi, Chae S.
• 通讯作者: Yi, Chae S.