Novel probes for selective fluorometric sensing of fe(II) and fe(III) based on BODIPY dyes

Abstract

Two novel boron-dipyrromethene (BODIPY) based fluorescence turn-off sensors, which demonstrate high selectivity and sensitivity toward Fe2+ and Fe3+ ions, have been reported. A simple and high yielded synthesis of fluorescent BODIPY derivatives with malonyl unit for sensitization have been described. This approach provides quick, high yielded, and low-cost preparation of the probes. The two sensors have been comprised of combination of one and two BODIPY fluorophore and a malonyl unit, substituted on meso position of BODIPYs. Synthesized BODIPY derivatives have been characterized via elemental analyses, mass spectrometry,1H and13C spectroscopy and their photophysical properties were investigated by UV-Vis absorption and fluorescence emission spectroscopy. The synthesized sensors (2, 3) have been used as a fluorescent probe towards the selective and sensitive detection of biologically important Fe2+ and Fe3+ ions in tetrahydrofuran by fluorescence spectroscopy. The limit of detection (LOD) have been calculated to be for the BODIPY 2, 14.61 (Fe2+), 1.22 (Fe3+) and for BODIPY 3, 1.16 (Fe2+) and 1.06 (Fe3+). © 2019 Elsevier B.V., All rights reserved.