Evidence of Nanotubular Self-Organization in Solution and Solid States of Heterochiral Cyclo 1:1 [alpha/alpha-N-alpha-Bn-hydrazino]mers Series

Abstract : The cyclization of heterochiral 1:1 [alpha/alpha-N-alpha-Bn-hydrazino]mers leads to the corresponding cyclotetramer and cyclohexamer 3 and 4. X-ray crystallographic analysis of 3 unveils its ability to self-assemble into nanotubular structures. Further experiments conducted in the solid state through SEM analyses demonstrate the capability of 3 and 4 to form aerogels consisting of a network of nontwisted fibers, thus confirming the presence of self-organization within this series of mixed-hydrazinopeptides. Subsequent FTIR and NMR studies demonstrate the presence of an equilibrium between monomeric (intramolecular H-bonds) and nanotubular (intermolecular H-bonds) forms in solution. This equilibrium can be modified by varying the solvent.
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Journal of Organic Chemistry, American Chemical Society, 2015, 80 (6), pp.3022-3029. 〈10.1021/jo502684g〉
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Soumis le : mercredi 29 mars 2017 - 10:46:42
Dernière modification le : mardi 24 juillet 2018 - 16:43:01

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Ralph-Olivier Moussodia, Samir Acherar, Eugenie Romero, Claude Didierjean, Brigitte Jamart-Grégoire. Evidence of Nanotubular Self-Organization in Solution and Solid States of Heterochiral Cyclo 1:1 [alpha/alpha-N-alpha-Bn-hydrazino]mers Series. Journal of Organic Chemistry, American Chemical Society, 2015, 80 (6), pp.3022-3029. 〈10.1021/jo502684g〉. 〈hal-01497723〉

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