title: Aromatic-aromatic interaction between 2,3,5-triphenyl-2H-tetrazolium chloride and poly(sodium 4-styrenesulfonate).
abstract: Aromatic-aromatic interactions are found between the cationic molecule 2,3,5-triphenyl-2H-tetrazolium chloride (TTC) and the molecule poly(sodium 4-styrenesulfonate) (PSS) which makes the overall interaction of TTC with PSS more intense than the interaction with other polyanions containing sulfonate groups and produces a decrease on the redox ability of TTC. Diafiltration was used to compare the binding of TTC to PSS, poly(sodium vinylsulfonate) (PVS), and the more hydrophobic poly(sodium 2-(N-acrylamido)-2-methyl-propanesulfonate) (PAMPS). The UV-vis spectrum of TTC is changed in the presence of the aromatic polyanion. The 1H NMR signals of TTC are broadened and shifted in the presence of PSS, suggesting the occurrence of pi-pi interactions. Moreover, nuclear Overhauser effects (NOE) between the TTC and PSS protons are found. Possible structures for the complex are proposed.
authors.affiliation: Instituto de Química, Facultad de Ciencias, Universidad Austral de Chile, Casilla 567, Valdivia, Chile. imorenovilloslada@uach.cl
authors.forename: Ignacio
authors.initials: I
authors.lastname: Moreno-Villoslada
authors.forename: Felipe
authors.initials: F
authors.lastname: González
authors.forename: Luciano
authors.initials: L
authors.lastname: Rivera
authors.forename: Susan
authors.initials: S
authors.lastname: Hess
authors.forename: Bernabé L
authors.initials: BL
authors.lastname: Rivas
authors.forename: Toshimichi
authors.initials: T
authors.lastname: Shibue
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Nishide
mesh_terms: D001665:Binding Sites; D057927:Hydrophobic and Hydrophilic Interactions; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D011137:Polystyrenes / Q000737:chemistry*; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship; D013778:Tetrazolium Salts / Q000737:chemistry*
chemical_list: D011084:Polycyclic Aromatic Hydrocarbons; D011137:Polystyrenes; D013778:Tetrazolium Salts; C003321:polystyrene sulfonic acid; C009591:triphenyltetrazolium