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Depuis quelques ann es la fonctionnalisation des rotaxanes est devenue un enjeu important R cemment le laboratoire a publi la synth se d un 3 rotaxane contenant deux porphyrines de Zn II se comportant comme un r cepteur adaptable vis- -vis de substrats bidentates tels que la 4 4 -bipyridine Les constantes d association avec ce type de compos s varient selon que le syst me est m tall ou non par du Cu I mais d passent dans tous les cas tudi s 106 Le travail de th se pr sent ici se situe dans le prolongement de ces travaux Tout d abord la synth se et l tude de deux 4 rotaxanes cycliques assembl s au Cu I contenant ou non des porphyrines sont d crites Ces deux 4 rotaxanes de Cu I se sont comport s comme des r cepteurs mol culaires soit par interactions -accepteur -donneur soit par liaison de coordination De fa on inattendue le 4 rotaxane porphyrinique a perdu ses propri t s de coordination apr s d m tallation du fait de l effondrement de sa structure due une coordination intramol culaire des triazoles des axes au Zn II des porphyrines Ensuite la synth se et l tude de multi-rotaxanes lin aires sont d crites en vue de l laboration d une double navette sym trique En marge de ce projet la synth se d un 5 rotaxane lin aire comportant deux types de motifs coordinants l un bidentate et l autre tridentate a t r alis e Ce compos a montr de remarquables propri t s de coordination s lective vis- -vis des cations Zn2 et Li En effet lorsque deux quivalents de ces deux m taux sont introduits en solution le Zn2 est coordin au niveau des motifs tridentates et le Li au niveau des analogues de bipyridines et ce de fa on quantitative Since some years many efforts have been made for the functionalisation of rotaxanes Recently the synthesis of a 3 rotaxane containing two zinc II porphyrins behaving as an adaptable receptor towards the complexation of bidentate substrates such as 4 4 -bipyridine has been reported The association constants with this type of compounds vary with the presence or not of Cu I in the system but in all the studied cases they are above 106 The PhD work presented here is to improve the system of adaptable receptor First the synthesis and the study of two new cyclic 4 rotaxanes assembled with Cu I containing or not porphyrins are reported These metalated 4 rotaxanes behave as molecular receptors thanks to p-donor p-acceptor interactions or coordination bonds Very surprisingly the porphyrinic 4 rotaxane has completely lost its coordination properties after demetalation because of the collapse of the structure on itself due to the coordination of two of four triazoles belonging to the axles on Zn2 of the porphyrins Then the syntheses and the studies of linear multi-rotaxanes for the elaboration of a symmetrical double molecular shuttle are reported In extension to this project a linear 5 rotaxane containing two types of coordinating units one bidentate and the other tridentate was synthesized This compound showed a remarkable selectivity towards the coordination of cations Zn2 and Li Indeed the addition of two equivalents of each metallic cations induce the quantitative coordination of Zn2 on the tridentate chelate and Li on the bidentate chelate STRASBOURG-Sc et Techniques 674822102 Sudoc Sudoc France FR

Copper(I) templated syntheses and dynamic properties of cyclic and linear multi-rotaxanes / Multi-rotaxanes cycliques et...

Multi-rotaxanes cycliques et linéaires assemblés au cuivre(I)Copper(I) templated syntheses and dynamic properties of cyc...

Publication search with Navette moléculaire as keyword

Copper(I) templated syntheses and dynamic properties of cyclic and linear multi-rotaxanes / Multi-rotaxanes cycliques et...

Multi-rotaxanes cycliques et linéaires assemblés au cuivre(I)Copper(I) templated syntheses and dynamic properties of cyc...

Publication search
with Navette moléculaire as keyword