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Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles

Birchall, Louise and Roy, Sangita and Jayawarna, Vineetha and Hughes, Meghan and Irvine, Eleanore Jane and Okorogheye, G.T. and Saudi, Nabil and De Santis, E and Tuttle, Tell and Edwards, A.A. and Ulijn, Rein Vincent (2011) Exploiting the CH-π interactions in supramolecular hydrogels of aromatic carbohydrate amphiphiles. Chemical Science, 2 (7). pp. 1349-1355. ISSN 2041-6520

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Abstract

A novel class of supramolecular hydrogels derived from amino sugars is reported, where the self-assembly of aromatic carbohydrate amphiphiles is driven by CH-π interactions, rather than π–π stacking and H-bonding associated with gelators based on aromatic peptide amphiphiles. Spectroscopic data is provided as evidence for this mode of self-assembly and in silico studies revealed that a combination of CH-π and T-stacking of the fluorenyl groups contribute to the formation of the aggregated structures.