Detecting Ni(II) in aqueous solution by 3-(2-pyridyl)-[1,2,3]triazolo[1,5-a]pyridine and dimethyl-β-cyclodextrin.
A new supramolecular sensitizer for nickel(II) ion in aqueous solution based on a pyridyltriazolopyridine-cyclodextrin inclusion complex is proposed. The inclusion complexation behavior, characterization and binding ability of pyridyltriazolopyridine (PTP) with dimethyl-β-cyclodextrin (DMβCD) has been investigated both in solution and solid state by means of absorption, fluorescence, (1)H NMR, DSC, and molecular modeling methods. The stoichiometry of the inclusion complex is 1:1, and the thermodynamic studies indicate that the inclusion of PTP is mainly an entropic driven process. The 2D NMR studies revealed that the pyridyl-triazolopyridine is included by both sides of cyclodextrin which are in good agreement with the docking results. The fluorescence changes upon addition of divalent cations to the inclusion complex indicate a high selectivity and sensitivity for Ni(2+) by fluorescence quenching in neutral aqueous solution.
Departamento Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile. Electronic address: cjullian@uchile.cl.
Carolina
C
Jullian
Departamento Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
Samuel
S
Fernández-Sandoval
Departamento Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
Max
M
Rojas-Aranguiz
Departamento Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
Horacio
H
Gómez-Machuca
Centro de Estudios para el desarrollo de la Química, Cepedeq, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
Paola
P
Salgado-Figueroa
Departamento Química Analítica e Inorgánica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
Cristián
C
Celis-Barros
Departamento Química Analítica e Inorgánica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Chile.
Gerald
G
Zapata-Torres
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, Spain.
Rosa
R
Adam
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Valencia, Spain.
Belén
B
Abarca
D004784:Environmental Monitoring; D008958:Models, Molecular; D008968:Molecular Conformation; D009532:Nickel / Q000032:analysis* / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*; D012996:Solutions; D014230:Triazoles / Q000737:chemistry*; D014867:Water / Q000737:chemistry*; D014874:Water Pollutants, Chemical / Q000032:analysis* / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000737:chemistry*
C000593410:3-(2-pyridyl)-(1,2,3)triazolo(1,5-a)pyridine; D011725:Pyridines; D012996:Solutions; D014230:Triazoles; D014874:Water Pollutants, Chemical; D047392:beta-Cyclodextrins; D014867:Water; C038119:heptakis(2,6-O-dimethyl)beta-cyclodextrin; D009532:Nickel
Cyclodextrin; Fluorescence; Ni(II); Pyridyltriazolopyridine; Sensor