Synthesis of Di(thiophen-2-yl) Substituted Pyrene-Pyridine Conjugated Scaffold and DFT Insights: A Selective and Sensitive Colorimetric, and Ratiometric Fluorescent Sensor for Fe(III) Ions

被引:4
|
作者
Prasad, G. Durga [1 ]
Niranjan, Raghvendra [1 ]
Arockiaraj, Mariyaraj [2 ]
Rajeshkumar, Venkatachalam [2 ]
Mahadevegowda, Surendra H. [1 ]
机构
[1] Natl Inst Technol Andhra Pradesh, Sch Sci, Dept Chem, Tadepalligudem 534101, Andhra Pradesh, India
[2] Natl Inst Technol Warangal, Dept Chem, Organ Synth & Catalysis Lab, Hanumakonda 506004, Telangana, India
关键词
Chichibabin pyridine synthesis; 2,6-Di(thiophen-2-yl)pyridine; Pyrene-pyridine conjugate; Ratiometric fluorescent probe; Fe3+ ions; RATIONAL DESIGN; CHARGE-TRANSFER; IRON(III) IONS; FE3+ IONS; ICP-MS; PROBES; IRON; CHEMOSENSOR; COPPER; ZINC;
D O I
10.1007/s10895-023-03554-z
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
In this context, we used the multicomponent Chichibabin pyridine synthesis reaction to synthesize a novel di(thiophen-2-yl) substituted and pyrene-pyridine fluorescent molecular hybrid. The computational (DFT and TD-DFT) and experimental investigations were performed to understand the photophysical properties of the synthesized new structural scaffold. The synthesized ligand displays highly selective fluorescent sensing properties towards Fe3+ ions when compared to other competitive metal ions (Al3+, Ba2+, Ca2+, Cd2+, Co2+, Cr3+, Cu2+, Fe2+, Hg2+, Na+, Ni2+, Pb2+, Sr2+, Sn2+ and Zn2+). The photophysical properties studies reveal that the synthesized hybrid molecule has a binding constant of 2.30 x 10(3) M-1 with limit of detection (LOD) of 4.56 x 10(-5) M (absorbance mode) and 5.84 x 10(-5) M (emission mode) for Fe3+ ions. We believe that the synthesized pyrene-conjugated hybrid ligand can serve as a potential fluorescent chemosensor for the selective and specific detection of Fe3+ ions.
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页码:789 / 803
页数:15
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