2001 Technology for a Sustainable Environment: High Activity Catalysts for Carbon-Carbon Bond Formation in Water Based on Bulky Water-Soluble Alkylphosphines (TSE01-A)

本研究的重点是开发用于合成有用反应的高活性催化剂，如Heck、Suzuki和Buchwald-Hartwig偶合。为此，将合成水溶性烷基膦，并将其与钯催化的水相偶联反应结合使用。这些反应有效地提供了从制药和农用化学品到电子材料和商品化学等领域的感兴趣的结构。有了这个新的NSF/EPA可持续环境技术(TSE)奖，有机和高分子化学计划以及数学和物理科学局的多学科活动办公室正在支持阿拉巴马大学塔斯卡卢萨分校化学系的Kevin H.Shaughnessy博士的研究工作。肖内西教授将专注于开发一种新的方法学，以便在钯催化的C-C和C-杂原子键形成反应中使用一种新型的空间要求高的水溶性烷基膦，该反应使用环境友好的水溶液。工业采用这种方法可以减少危险废物的产生，减少能源消耗，减少挥发性有机溶剂的使用。在这个项目上工作的本科生、研究生和博士后学生将获得有机和有机金属化学以及开发环境无害化学反应的方法方面的基础教育。

The focus of this research is the development of highly reactive catalysts for synthetically useful reactions such as the Heck, Suzuki and Buchwald-Hartwig couplings. To this end, water-soluble alkylphosphines will be synthesized and used in conjunction with aqueous-phase palladium-catalyzed coupling reactions. These reactions efficiently provide structures of interest in areas ranging from pharmaceuticals and agricultural chemicals to electronic materials and commodity chemicals.With this new NSF/EPA Technology for a Sustainable Environment (TSE) award, the Organic and Macromolecular Chemistry Program and the Office of Multidisciplinary Activities of the Directorate of Mathematics and Physical Sciences are supporting the research efforts of Dr. Kevin H. Shaughnessy of the Department of Chemistry at the University of Alabama, Tuscaloosa. Professor Shaughnessy will focus his research on developing methodology for the use of a new class of sterically demanding, water-soluble alkylphosphines in palladium-catalyzed C-C and C-heteroatom bond forming reactions using environmentally benign aqueous solvent. Adoption of this methodology by industry could result in the decrease of hazardous waste generation, decrease in energy consumption and decrease in the use of volatile organic solvents. The undergraduate, graduate and post-doctoral students working on this project will gain a fundamental education in organic and organometallic chemistry and approaches to developing environmentally benign chemical reactions.