RUI: Selective Oxidative Transformations Using Water-Soluble Hypervalent Iodine Reagents

该奖项是根据2009年《美国复苏和再投资法案》(公法111-5)提供资金的。该项目将继续开发和优化使用水溶性高价碘试剂的不同化学选择性氧化程序。在本项目期间寻求的一些重要目标是：开发用户友好的程序，以便在酮中选择性地引入α，β-不饱和，而不是醛，引入α，β-不饱和，在不对称酮中引入区域化学可预测的α，β-不饱和，以及脂肪醛相对于芳香醛的潜在和可能选择性氧化。该项目还试图测试邻碘苯甲酸衍生物与高价碘中心邻位取代基的反应活性的理论预测。该项目的基本绿色化学主题、使用含水溶剂混合物作为反应介质以及在环境友好的共氧化剂存在的情况下在催化条件下进行合成有用的氧化转化的可行性是本项目值得注意的方面。通过这一奖项，有机和高分子化学项目支持了西伊利诺伊大学化学系T·K·维诺德教授的研究。维诺德教授和他的学生正在开发包括催化程序在内的程序，用于选择性氧化混合溶剂中的官能团。对高中、理工科和理工科学生进行化学研究艺术和绿色化学主题(通过设计更安全的化学程序)的培训是该项目更广泛和长期的优点。本提案中概述的化学选择性氧化方法的成功开发将对制药和农业中的合成产生影响。

This award is funded under the American Recovery and Reinvestment Act of 2009 (Public Law 111-5). This project will continue work on the development and optimization of different chemoselective oxidation procedures using water-soluble hypervalent iodine reagents. Development of user and eco-friendly procedures for the selective introduction of alpha, beta-unsaturation in ketones over aldehydes, introduction of alpha, beta-unsaturation with predictable regiochemistry in unsymmetrical ketones, potential and possible selective oxidation of aliphatic aldehydes over aromatic aldehydes are some of the important goals sought during the present project period. The project also seeks to test the theoretical predictions on the reactivity of o-Iodoxybenzoic Acid derivatives with substituents ortho to the hypervalent iodine center. Underlying green chemistry themes of the project, the use of aqueous solvent mixtures as reaction media and the feasibility of carrying out the synthetically useful oxidative transformations under catalytic conditions in the presence of environmentally friendly co-oxidants are worthwhile aspects of the current project. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor T. K. Vinod of the Department of Chemistry at Western Illinois University. Professor Vinod and his students are developing procedures, including catalytic procedures, for the selective oxidation of functional groups in aqueous solvent mixtures. The training of high school, BS and MS students in the art of chemical research and the underlying green chemistry theme (by devising safer chemical procedures) are broader and long-term merits of this project. Successful development of the chemoselective oxidation methodologies outlined in the current proposal will have an impact on synthesis in the pharmaceutical and agricultural industries.