Development of efficient chemoselective TEMPO oxidations of alcohols under continuous flow conditions and using a supported catalyst

醇的氧化反应是有机化学中最基本、应用最广泛的转化反应之一。传统上，这些氧化是使用**化学计量的剧毒金属或化学计量的有害试剂批量进行的(甚至是在工艺规模上)。几年前，几种依赖于使用催化四甲基哌啶N-氧化物(TEMPO)的方法完全改变了这些氧化的进行方式。与化学计量比的氧化剂(通常是漂白剂)相结合，醇可以**转化为醛和/或羧酸或酯。这种催化剂的一个缺点是它的成本。这个问题的一个潜在解决方案是使用可以回收的受支持版本的TEMPO。这项**建议意味着工业合作伙伴和UdeM团队之间的密切合作，旨在**合成用于连续**流动条件下的氧化化学应用的新型TEMPO支载树脂催化剂。具有不同孔径大小、装载量和颗粒大小的新树脂将被合成，并在氧化化学中进行测试。将开发其他与连续**流程相兼容的选择性TEMPO氧化程序，以确保可以使用廉价和容易获得的氧化剂。连续流合成(或称微反应器技术)已经成为一种独特的技术，它可以更有效、更有选择性、更安全地进行化学**转化。**目标将是开发专用于伯醇和仲醇的条件，以及防止**或诱导过度氧化。预计这种新工具应该被科学界广泛使用。

The oxidation reaction of alcohols is one of the most fundamental and widely used transformation in organic**chemistry. Traditionally, these oxidations have been carried out in batch (and even on process scale) using**stoichiometric amount of highly toxic metals or stoichiometric harmful reagents. A few years ago, several**methods relying on the use of catalytic tetramethylpiperidine N-Oxide (TEMPO) completely changed the way**these oxidations were carried out. In combination with a stoichiometric oxidant (typically bleach), alcohols can**be converted to aldehydes and/or carboxylic acids or esters. One drawback of this catalyst is its cost. One**potential solution to this problem is to use a supported version of TEMPO that could be recycled. This**proposal, implying a strong collaboration between the industrial partner and the UdeM's group aims at**synthesizing new TEMPO-supported resins catalysts for applications in oxidation chemistry under continuous**flow conditions. New resins with various pore sizes, loading, and particule sizes will be synthesized and tested**in oxidation chemistry. Other selective TEMPO oxidation procedures that are compatible with a continuous**flow process will be developed to ensure that cheap and readily available oxidants can be used. Continuous**flow synthesis (or micro-reactor technology) has emerged as a unique technique that allows making chemical**transformations more efficiently, more selectively, and with higher degrees of safety.**The goal will be to develop conditions that are specific to primary vs secondary alcohols as well as preventing**or inducing over oxidation. It is expected that this new tools should be widely used by the scientific**community.