A simple colorimetric sensor for biologically important anions based on intramolecular charge transfer (ICT).
A sensitive colorimetric sensor (1) based on 4,5-dinitrobenzene-1,2-diamine was designed and synthesized. Binding of anions such as AcO(-), F(-) and H(2)PO(4)(-) results in a notable change in the visible region of spectrum (an approximately 90nm red shift), which can be detected by the 'naked-eye'. Furthermore, the binding ability was evaluated by UV-vis titration experiments as following: AcO(-)>F(-)>H(2)PO(4)(-)>>Cl(-), Br(-), I(-). The nature of the color change of 1 induced by AcO(-) was due to the intramolecular charge transfer (ICT) which was confirmed by X-ray crystal structure and (1)H NMR titration spectra.
Li
Jianwei
J
Department of Chemistry, Nankai University, Tianjin, PR China.
Chen
Huamei
H
Lin
Hai
H
Lin
Huakuan
H
D000838:Anions / Q000737:chemistry*; D003124:Colorimetry / Q000379:methods*; D018360:Crystallography, X-Ray; D003959:Diamines / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009578:Nitrobenzenes / Q000138:chemical synthesis / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry*
C545858:1,2-bis(4-nitrophenylsulfonamido)-4,5-dinitrobenzene; D000838:Anions; D003959:Diamines; D009578:Nitrobenzenes; D013449:Sulfonamides