UMR 5182

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Hemicryptophanes: Catalysis and molecular recognition

The hemicryptophanes, combining a CTV unit with another unit bearing a C3 symmetrical axis, are ditopic host molecules. In 1982, J-M. Lehn and A. Collet described the first member of a new class of host compound. This compound, called speleant, combined a CTV and a crow ether unit. They demonstrate that this compound display recognition properties toward methylammonium anion. Despite this promising preliminary result, this class of host compound received thereafter very little attention.Nevertheless, since 2005, this class of compound has aroused a strongly growing interest. Indeed, during this recent period, the first and promising applications of hemicryptophanes host compounds have been developed. Indeed, they were found to be efficient in recognition, supramolecular catalysis and they also enter the field of molecular machines.

Atrane Hemicryptophane-metal complexes

Our goal is to introduce a highly reactive site inside the cavity of a hemicryptophane host in order to perform catalysis in confined space. Thus, cage compounds bearing endohedral functionalities have been obtained and display outstanding properties

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Hemicryptophanes Synthesis

We develop the synthesis of new hemicryptophane cage compounds with various size, shape and functionalities inside the cavity. Moreover, large scale syntheses of these host molecules are also performed.

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Resolution of Hemicryptophanes

Here, we focus on the resolution of hemicryptophane, since their synthesis, most of times, afford racemic mixture. This allows us to report the efficient and enantioselective recognition of carbohydrates.

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Recognition with Hemicryptophanes

This thematic deals with the recognition of guest molecules in the cavity of hemicryptophane hosts. Depending on the size and shape of the cage compound, zwitterions, ion pairs, ammoniums or carbohydrates can be recognized.

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Synthesis of new Hemicryptophanes

Nous étudions ici les propriétés de reconnaissance des hémicryptophanes. En fonction de la taille, de la forme et des fonctions présentent au sein de la cavité, ces structures cages peuvent complexer les paires d’ions, les zwitterions, les ammoniums ou encore les carbohydrates.

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