Electronic Structure, Absorption, and Cyclic Voltammetry Studies of Bis-Imine Schiff Base: a Combined Experimental and Theoretical Correlation.

The new bis-imine Schiff base N,N'-(1,2-phenylene)bis(1-(4-fluorophenyl) methanimine) (2A) was synthesized by combining 1,2-phenylenediamine with 4-fluorobenzaldehyde. This compound was fully characterized using FT-IR, UV-Vis, NMR, and cyclic voltammetry analysis. The DFT computation at the B3LYP/cc-pVDZ level was used to identify the compound's structure, electronic properties, FMO, MEP, NBO analysis, charge analysis, and vibrations. The FTIR spectrum shows 108 normal modes and compares them with experimental FT-IR spectra. The results were quite close, which confirmed the vibrational assignments for the molecule. The hypothesized structure was backed up by both theoretical and experimental NMR evidence. The FMO investigation found a HOMO-LUMO energy gap of 3.85 eV, which means that the chemical is moderately stable and reactive. The NBO, MEP, RDG, and ALIE investigations provided information on electron delocalization, reactive sites, and non-covalent interactions. Molecular docking experiments showed that 2A interacts well with biological targets, suggesting it could be used as a drug. This study demonstrates how experimental and theoretical approaches can work together to elucidate the electrical structure, structural integrity, and reactivity of fluorinated bis-Schiff base derivatives.