New Technologies Based on Organocopper Catalysis

该项目将探索几种依赖于铜作为影响催化作用的金属的合成方法。 一些转换是在铜氢化物化学，其中包括新的用途nonracemically连接CuH的合成。 实现前所未有的配体加速催化与CuH在纯水中在室温下的潜力将被追求，沿着的潜力，通过共轭加成化学提供水敏感的碳基残留物，这两种方法的基础上在水中的胶束催化。 还将开发利用容易接近的价态铜[Cu（I）和Cu（II）]浸渍到廉价木炭基质的孔隙中的非均相工艺。 该项目将研究一种可在单一反应容器中进行的高底物-配体比和串联过程。有了这个奖项，化学合成项目将支持布鲁斯H.位于圣巴巴拉的加州大学化学系的Lipshutz说。 Lipshutz教授的研究工作围绕着有机铜基不对称催化的发展，导致形成C-C和C-H键的新方法。 这种化学将有助于环境友好的化学合成方法，因为这些新技术中的大多数将在没有有机溶剂的情况下开发，其中水作为宏观介质。 该方法的成功应用将对制药、精细化工和农业工业的合成产生影响。

This project will explore several synthetic methods that rely on copper as the metal that effects catalysis. A number of the transformations are on copper hydride chemistry, which includes new uses of nonracemically ligated CuH for syntheses. The potential to realize unprecedented ligand-accelerated catalysis with CuH in pure water at room temperature will be pursued, along with the potential to deliver water-sensitive carbon-based residues via conjugate addition chemistry, with both approaches based on micellar catalysis in water. Heterogeneous processes that take advantage of both readily accessed valence states of copper [Cu(I) and Cu(II)] impregnated into the pores of inexpensive charcoal matrices will also be developed. A high substrate-to-ligand ratio and tandem processes that can be carried out in a single reaction vessel will be studied.With this award, the Chemical Synthesis Program is supporting the research of Professor Bruce H. Lipshutz of the Department of Chemistry at the University of California, Santa Barbara. Professor Lipshutz's research efforts revolve around the development of organocopper-based asymmetric catalysis leading to new methods for the formation of C-C and C-H bonds. Such chemistry will contribute to environmentally benign methods for chemical synthesis as most of these new technologies will be developed in the absence of organic solvents, where water serves as the macroscopic medium. Successful applications of the methodology will have an impact on synthesis in the pharmaceutical, fine chemical, and agricultural industries.