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

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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.