Rapid Injection NMR Studies of Copper(I) and Copper(III) Organocuprates

获得该奖项的有机和高分子化学项目支持北卡罗来纳大学夏洛特分校的克雷格·A·奥格尔教授和迈克尔·D·墨菲教授，他们将应用核磁共振光谱和快速注入核磁共振(RINMR)技术来研究有机铜化合物的反应，这是形成C-C键的一些最有价值的试剂。在此之前，已经确定了几个在有机铜化学中长期受到追捧的铜(III)中间体。这些化合物已被表征，并被证明是有机铜反应化学中的中间体。在找到制备中间体的方法后，将探索铜(III)化合物的反应化学。传统上，铜(I)铜酸盐具有丰富的合成化学，预计可能会有与这些铜(III)铜酸盐相关的非常丰富的合成化学。将探索制备这些铜(III)化合物的新方法，它们随后使用快速注入核磁共振进行的反应，以及它们的台式化学。继续在更深的机理水平上了解这些反应将使有机铜的烷基化反应更有效，副反应更少，并可能导致对试剂和反应条件进行合理改变的新方法，从而使它们能够进行对映选择性控制。有机化学和高分子化学项目颁发的这一奖项支持北卡罗来纳大学夏洛特分校的克雷格·A·奥格尔和迈克尔·D·墨菲教授的研究，他们将探索铜(III)铜酸盐的化学，这类化合物到目前为止基本上是未知的，但合成化学家应该很容易从常见的前体中获得。克雷格教授和墨菲教授将继续使用RINMR技术与工业科学家合作。该项目将为本科生和研究生提供空气敏感试剂的制备和操作、分析仪器的操作和实验设计方面的培训。学生还将有机会分析核磁共振谱和动力学数据，与工业化学家互动，并在地区和国家会议上展示他们的数据。这项研究的经济影响可能是巨大的，可能会导致制药业出现新的产品和方法。

With this award, the Organic and Macromolecular Chemistry Program supports Professors Craig A. Ogle and Michael D. Murphy of the University of North Carolina- Charlotte who will apply NMR spectroscopy and the rapid injection NMR (RINMR) technique to study the reactions of organocopper compounds, which are some of the most valuable reagents for the formation of C-C bonds. Previously, several long sought after copper (III) intermediates in organocuprate chemistry have been identified. These have been characterized and shown to be intermediates in organocuprate reaction chemistry. Having found ways of preparing the intermediate, the reaction chemistry of copper (III) compounds will be explored. Traditionally, copper (I) cuprates have a rich synthetic chemistry and it is expected that there may be a very rich synthetic chemistry associated with these copper(III) cuprates. New ways ofpreparing these copper (III) compounds, their subsequent reactions using rapid injection NMR, and their bench-top chemistry will be explored. Continuing to understand these reactions at a deep mechanistic level will improve them by making the alkylation of organocuprates more efficient with less side reactions and may lead to new ways of making rational changes to the reagents and reaction conditions to allow them to be controlled enantioselectively. .This award from the Organic and Macromolecular Chemistry Program supports Professors Craig A. Ogle and Michael D. Murphy of the University of North Carolina- Charlotte whose research will explore the chemistry of copper(III) cuprates, a class of compounds that up until now were largely unknown but should be readily available to the synthetic chemist from common precursors. Professors Craig ands Murphy will continue their collaboration using the RINMR technique with industrial scientists. This project will offer the training of undergraduate and graduate students in the preparation and handling of air sensitive reagents, operation of analytical instrumentation, and experimental design. Students will also have opportunities to analyze NMR spectra and kinetic data, interact with an industrial chemist, and present their data at regional and national meetings. The economic impact of this research could be significant, potentially leading to new products and methodologies in the pharmaceutical industry.