Aromatic-aromatic interaction between 2,3,5-triphenyl-2H-tetrazolium chloride and poly(sodium 4-styrenesulfonate).
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.
Moreno-Villoslada
Ignacio
I
Instituto de Química, Facultad de Ciencias, Universidad Austral de Chile, Casilla 567, Valdivia, Chile. imorenovilloslada@uach.cl
González
Felipe
F
Rivera
Luciano
L
Hess
Susan
S
Rivas
Bernabé L
BL
Shibue
Toshimichi
T
Nishide
Hiroyuki
H
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*
D011084:Polycyclic Aromatic Hydrocarbons; D011137:Polystyrenes; D013778:Tetrazolium Salts; C003321:polystyrene sulfonic acid; C009591:triphenyltetrazolium