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Synthèse et étude de la réactivité de cages moléculaires commutables

Abstract : This work describes the synthesis, properties and reactivity of porphyrinic molecular cages. The successful synthesis of these covalent cages relies on a DABCO-CuAAC templated reaction, which enables to introduce triazole as peripheral binding sites. These cages incorporate either two free base porphyrins or zinc(II), aluminium(III) or cobalt(III) metalloporphyrins. Reversible coordination of Ag(I) or Cu(I) ions to the triazoles of the cages allows to control the cavity size and to switch between a flattened and an opened conformation. Protonation of the basic sites of the cage leads to its maximal expansion. Cages with Al(III) porphyrins have shown to act as catalyst in the phosphate triester methanolysis reaction. Cages with Co(III) porphyrins catalyze the synthesis of cyclic carbonates from CO2 and epoxide without formation of polycarbonate and with total conversion upon addition of pyridine as co-catalyst. In these reactions, the bis-porphyrinic cages have shown to behave as more efficient catalysts than the metalloporphyrin monomers used as reference.
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Submitted on : Monday, January 27, 2020 - 1:01:28 AM
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  • HAL Id : tel-02455923, version 1



Laëtitia Schoepff. Synthèse et étude de la réactivité de cages moléculaires commutables. Génie chimique. Université de Strasbourg, 2018. Français. ⟨NNT : 2018STRAF003⟩. ⟨tel-02455923⟩



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