SusChEM: New Technologies Based on Organocopper Catalysis

化学部化学合成计划支持利普舒茨教授的项目。利普舒茨教授是加州大学圣巴巴拉分校化学系的教员。该项目以几种新的合成方法为特色，强调铜，以及程度较低的镍，作为催化化学的金属。其目标包括开发一种方法，利用现成的铜而不是稀有贵金属钯作为催化剂来制造碳-碳键。另一个目标是利用铜催化碳-碳双键的氧化和裂解形成碳-氧双键。每一次转变都为医药发展中的重要问题提供了解决方案。这些过程，特别是那些被开发为在水中进行的过程，应该会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的化学条件下进行反应。这些项目非常适合各级科学家的教育。使用绿色化学原理开发本科实验室实验是该项目的一个组成部分。在该NSF奖下进行的研究重点是开发有机铜化学的新技术，以便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，通过使用设计的表面活性剂来实现化学作用，这些表面活性剂提供了发生这些反应的纳米反应器。要研究的方法包括(1)铜催化的铃木-宫浦交叉偶联反应，不包括钯；(2)开发铜催化的臭氧分解的替代方法；以及(3)考察不对称连接的铜(I)用于联烯的分子间氢胺化反应，从而产生非外消旋的烯丙基胺。使用绿色化学原理开发本科实验室实验是该项目的一个组成部分。

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.