González-Álvarez, M.JoséMéndez Ardoy, AlejandroBenito Hernández, Juan ManuelGarcía Fernández, José ManuelMendicuti, Francisco2024-04-112024-04-112011-09-05González-Álvarez, M.J., Méndez Ardoy, A., Benito Hernández, J.M., García Fernández, J.M. y Mendicuti, F. (2011). Self-association of a naphthalene-capped-β-cyclodextrin through cooperative strong hydrophobic interactions. Journal of Photochemistry and Photobiology A: Chemistry, 223 (1), 25-36. https://doi.org/10.1016/j.jphotochem.2011.07.013.1010-60301873-2666https://hdl.handle.net/11441/156822NMR, circular dichroism and fluorescence techniques were used to study the structure in solution of a new β-cyclodextrin derivate in which naphthalene chromophore group is bridged to O(2) and O(3) secondary positions of the same glucopyranose unit through a bidentate hinge. The results point to the formation of a very stable dimer in aqueous solution which dissociates in non-polar solvents. Dimerization was enthalpy and entropy favoured. The hydrophobic character of the naphthyl moiety plays a very important role in the entropy change sign. Molecular mechanics as well as molecular dynamics calculations indicated that the most stable dimers are head-to-head oriented. For these dimer structures the naphthyl moieties, relatively shielded from the solvent, are sufficiently close to each other to couple their transition moments, but without forming excimers.application/pdf39 p.engAttribution-NonCommercial-NoDerivatives 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-nd/4.0/Circular dichroismCyclodextrinsFluorescenceHydrophobic effectMolecular modellinginfo:eu-repo/semantics/articleinfo:eu-repo/semantics/openAccesshttps://doi.org/10.1016/j.jphotochem.2011.07.013