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Enantioselective oxydation catalysis

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Our third research topic consists in the elaboration of new chiral superstructures aiming at a better comprehension of enantiomeric processes, whether catalytic or not. Such processes are represented by the very attractive enantiomeric epoxidation of terminal olefins as well as chiral recognition. A lot of work with very skilful made catalysts has already been reported as single examples but we do believe that the study of different families of chiral porphyrins can improve how the reaction works (see selected examples below). Actually, we are dealing more with the enantioselectivity than with the turn-over number itself for the oxidation reactions. Indeed, for a given catalyst, we still don’t know what is the influence of different structural variations on the enantioselectivity. Below are represented the chemical structures of members of such a new family based on L-proline derivative, as well as the X-ray structure of a zinc(II) analog. This chiral molecule illustrates how a complete family of potential new catalysts for the epoxidation of olefins can be obtained. Obvious structural variations around such a family may include the incorporation of a built-in thiolate ligand to obtain a novel P-450 model that could induce enantioselectivity during oxidation processes…

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