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A new lawsone azo-dye for optical sensing of Fe3+ and Cu2+ and their DFT study
Authors:Mahendra Sonawane  Kundan Tayade  Suban K. Sahoo  Chatur P. Sawant
Affiliation:1. School of Chemical Sciences, North Maharashtra University, Jalgaon, India;2. Department of Applied Chemistry, SV National Institute Technology, Surat, India;3. Department of Chemistry, G.T. Patil College, Nandurbar, India
Abstract:A new lawsone-based azo-dye 2-hydroxy-3-((pyridin-2-ylmethyl)diazenyl)naphthalene-1,4-dione (1) was synthesized and applied for sensing of metal ions. Receptor 1 showed selective fluorescent and colorimetric response for the detection of Cu2+ and Fe3+ over other tested metal ions. The fluorescence intensity of 1 was significantly quenched allowing detection of Fe3+ and Cu2+ down to 0.61 and 6.06 μM, respectively. The binding has been established by fluorescence spectroscopic method. Receptor 1 provided a 1?:?1 binding scaffold for recognition of Fe3+ and Cu2+ ions with the association constant of 3.33 × 106 and 3.33 × 105 M?1, respectively. The B3LYP/6-31G/LANL2DZ method was employed for the optimization of 1 and 1·Fe3+ and 1·Cu2+.
Keywords:Chemosensor  lawsone azo-dye  Cu2+  Fe3+
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