SusChEM: New Technologies Based on Organocopper Catalysis

SusChEM：基于有机铜催化的新技术

• 批准号: 1561158
• 负责人: Bruce Lipshutz
• 金额: $ 50万
• 依托单位: University of California-Santa Barbara
• 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: 2016-05-01 至 2019-04-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1561158&HistoricalAwards=false
• 关键词: SusChEM; New; Technologies; Based; Organocopper

The Chemical Synthesis Program of the Chemistry Division supports the project by Professor Lipshutz. Professor Lipshutz is a faculty member in the Department of Chemistry at the University of California at Santa Barbara. The project features several new synthetic methods highlighting copper, and to a lesser degree, nickel, as the metals catalyzing the chemistry. The objectives include developing a method to make carbon-carbon bonds using readily available copper as a catalyst rather than palladium, a scarce precious metal. Another objective is the oxidation and cleavage of carbon-carbon double bonds to form carbon-oxygen double bonds using copper catalysis. Each transformation provides a solution to important problems in pharmaceutical development. These processes, in particular those developed to be conducted in water, should encourage process chemists in the fine chemicals and pharmaceuticals areas to consider running their reactions under these sustainable and green chemistry conditions. These projects are well suited for the education of scientists at all levels. Development of undergraduate laboratory experiments using green chemistry principles is a component of this project. Studies conducted under this NSF award focus on the development of new technologies in organocopper chemistry, to be used under green chemistry conditions. These new methods feature use of water as the reaction medium, with the chemistry to be enabled using designer surfactants that provide nanoreactors in which these reactions take place. The methodologies to be studied include (1) a copper-catalyzed Suzuki-Miyaura cross-coupling done with the exclusion of palladium; (2) development of a copper-catalyzed alternative to ozonolysis; and (3) examination of the use of asymmetrically ligated copper(I) for intermolecular hydroaminations of allenes, leading to nonracemic allylic amines. Development of undergraduate laboratory experiments using green chemistry principles is a component of this project.

化学系的化学合成计划支持Lipshutz教授的项目。Lipshutz教授是圣巴巴拉的加州大学化学系的教员。该项目采用了几种新的合成方法，突出了铜，在较小程度上，镍，作为催化化学的金属。目标包括开发一种方法，使用容易获得的铜作为催化剂，而不是钯，一种稀缺的贵金属，来制造碳-碳键。 另一个目的是使用铜催化剂氧化和裂解碳-碳双键以形成碳-氧双键。 每一次转化都为药物开发中的重要问题提供了解决方案。这些过程，特别是那些在水中进行的开发，应鼓励精细化学品和制药领域的过程化学家考虑在这些可持续和绿色化学条件下运行他们的反应。这些项目非常适合各级科学家的教育。利用绿色化学原理开发本科生实验室是本项目的一个组成部分。 在NSF的这一奖项下进行的研究集中在有机铜化学新技术的开发上，这些技术将在绿色化学条件下使用。这些新方法的特点是使用水作为反应介质，使用设计的表面活性剂来实现化学反应，这些表面活性剂提供了发生这些反应的纳米反应器。待研究的方法包括（1）铜催化的Suzuki-Miyaura交叉偶联，不含钯;（2）开发铜催化的臭氧分解替代品;（3）检查使用不对称连接的铜（I）进行联烯的分子间氢胺化，得到非外消旋烯丙基胺。利用绿色化学原理开发本科生实验室是本项目的一个组成部分。