6th Organic Chemistry Congress with International Participation, Eskişehir, Türkiye, 10 - 13 Eylül 2025, ss.103, (Özet Bildiri)
Schiff base compounds are widely used
as strong absorbent and colored chromophores in the design of chemosensors [1]. In recent years, a large number of
Schiff base-based fluorescent probes have been developed for the detection of
various toxic analytes and the imaging of different analytes in biological
systems [2]. Schiff base-based
chemosensors are easy and inexpensive to synthesize, and they can be used for
the visual detection of different ions [3].
In addition, the effective and versatile functionalization of fluorescent
BODIPY compounds at the 2,6-positions enables the preparation of BODIPY dyes with
unique properties, which can serve as new building blocks for BODIPY-based
sensor materials [4]. Therefore, in
this study, a new Schiff base-substituted meso-4-(benzyloxy)phenyl
BODIPY (3) compound, which can be a
potential fluorescent sensor for the detection of various cations, was
successfully synthesized via a condensation reaction between 2-formyl-meso-4-(benzyloxy)phenyl BODIPY (2) and 2-aminophenol (Figure 1) [5]. The characterization of
BODIPY compounds (1–3) was performed
using UV-Vis, FTIR, and 1H and 13C NMR spectroscopic
techniques. In order to investigate the optimized molecular geometry,
vibrational frequencies, UV-VIS spectroscopic parameters, HOMO-LUMO energy
levels, atomic charge distributions, and molecular electrostatic potential (MEP)
map of the BODIPY compound, Density Functional Theory (DFT/B3LYP/6-311G(d,p))
calculations were carried out. Theoretical results were compared with
experimental data, and good agreement was observed between them.