Spectroscopic and computational study of a new thiazolylazonaphthol dye 1-[(5-(3-nitrobenzyl)-1,3-thiazol-2-yl)diazenyl]naphthalen-2-ol

Abstract A new thiazolylazo structure, 1-[(5-(3-nitrobenzyl)-1,3-thiazol-2-yl)diazenyl]naphthalen-2-ol (NBnTAN), has been synthesized for the first time. The geometric parameters and properties of the new dye were studied using spectroscopic, DFT and semiempirical methods through the computation of different electronic descriptors (aromaticity, frontier molecular orbitals, dipole moments, partial atomic charges). The solvation effect of different organic liquids on the absorption spectra of the reagent has been studied. 1H, 13C, COSY, HSQC and HMBC NMR, UV–Vis and IR spectra were used to confirm the reagent structure. It has been shown that NBnTAN forms complex compounds with a number of transition metals, allowing the development of selective methods for the determination of these metals.