SusChEM: New Technologies Based on Organocopper Catalysis

化学部的化学合成项目支持Lipshutz教授的项目。Lipshutz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，突出了铜，以及较少程度上的镍，作为催化化学的金属。目标包括开发一种方法，利用现成的铜作为催化剂，而不是稀有的贵金属钯，来制造碳-碳键。另一个目的是利用铜催化氧化和裂解碳-碳双键形成碳-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。这些工艺，特别是那些在水中进行的工艺，应该鼓励精细化学品和制药领域的工艺化学家考虑在这些可持续和绿色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。利用绿色化学原理开发本科实验室实验是本项目的一个组成部分。在美国国家科学基金会的奖励下进行的研究侧重于开发有机铜化学的新技术，以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，使用设计表面活性剂来实现化学反应，这些表面活性剂提供了纳米反应器，这些反应在其中发生。要研究的方法包括：(1)铜催化的Suzuki-Miyaura交叉偶联，不含钯；(2)开发铜催化臭氧分解的替代品；(3)不对称连接铜(I)用于烯基分子间的氢胺化反应，从而产生非外消旋烯丙基胺。利用绿色化学原理开发本科实验室实验是本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.