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Hemicryptophanes and Beyond: Synthesis, Recognition, Molecular Machines and Supramolecular Catalysis / Les hémicryptophanes : Synthèse, Reconnaissance, Machines Moléculaires et Catalyse Supramoléculaire

Soutenance de thèse

Mardi 23 mai 2017
14h00
Soutenance de M. Dawei ZHANG de l'Institut des Sciences Moléculaires de Marseille sous la direction de M. Alexandre MARTINEZ et sous la co-direction de M. Guohua GHAO de l'ECNU

Intervenant(s)

Soutenance de M. Dawei ZHANG de l'Institut des Sciences Moléculaires de Marseille sous la direction de M. Alexandre MARTINEZ et sous la co-direction de M. Guohua GHAO de l'ECNU

Description générale
Hemicryptophanes, a type of molecular cages, combining a cyclotriveratrylene CTV) unit with another different C3 symmetrical moiety, have received increasing attention. The major mission of my PhD work is to design and synthesize new hemicryptophanes for more efficient molecular recognition and supramolecular catalysis, and develop them toward molecular machines.
For the application in molecular recognition, we have developed a fluorescent heteroditopic hemicryptophane cage as the first fluorescent sensor for choline phosphate in competitive media. Hemicrypothanes with fluorinated aromatic linkers were also synthesized for interesting ion pair encapsulation. Due to the important role of chirality, we have designed and synthesized eight enantiopure hemicryptiopure cages combining three classes of chirality on seven stereogenic units and their stereorecognition properties toward carbohydrates were investigated.
We have demonstrated that this series of enantiopure hemicryptophane cages behave as molecular machines. These cages are capable of switching between imploded and expanded bi-stable states via external inputs, comparable to a breathing motion.
In terms of catalysis, a series of hemicryptophane vanadium(V) complexes combining binathol as linkers for catalytic sulfoxidation has been developed. Those vanadium(V) complexes also have exhibited efficient catalytic lignin oxidation. Another family of catalysts have been studied: azaphosphatrane derivatives. They act as hydrogen-bonding organocatalysts for the ring-opening polymerization of lactide. Finally, the introduction of azaphosphatranes units into tetrahedron capsules using subcomponent self-assembly was
realized.
Complément

Amphi I - Site Monod - ENS de lyon

Disciplines