Propargyl-functionalized single arm allied Anthracene based Schiff bases: Crystal structure, solvatochromism and selective recognition of Fe3+ ion

Abstract

An organic moiety exhibit specific behavior in electronic absorption spectra while accommodating various solvents or metal ions and that specificity depends on particular guest solvent molecules or metal ions. Herein, we report about the photophysical properties of newly synthesized Propargyl-functionalized anthracene based Schiff bases (PASB). The formulated compounds have been thoroughly characterized by elemental analysis, FT-IR, NMR (1H and 13C) and UV-Vis spectroscopy, emphasized with Kamlet-Taft approach to explain the solvatochromic behavior of the synthesized compounds. PASBs were screened for the sensorial aptitude towards various metal ions which were found to act as an excellent UV-Vis probe for selective detection of Fe3+ ion with LOD 1.60 × 10−8M. Additionally, coordination behavior of ligand with Fe3+ ion was examined through the change in magnetic property of Fe3+ ions by VSM (vibrating sample magnetism) study. Moreover, complete structure elucidation of compound 4b was achieved via X-ray crystallography. The binding sites of sensor conjugate 4b-Fe3+ are well supported by FT-IR spectroscopy and computational analysis following DFT approach. The reported contribution focused on the factors determining the ability of propargyl appended Schiff base to present structure, mental picture of solvatochromism and metal ion sensitivity.