Synthesis, Quantum Mechanical Studies, Physicochemical Properties and Molecular Docking Studies of Schiff Base N-N-(1,2-Phenylene)Bis(1-(4-Bromophenyl)Methanimine) from o- Phenylenediamine and 4-Bromobenzaldehyde

• Published in: Polycyclic aromatic compounds Vol. 44; no. 3; pp. 1971 - 1990
• Main Authors: Ganesan, T. Sankar, Elangovan, N., Sirajunnisa, A., Angel, T., Sowrirajan, S., Chandrasekar, S., S. Rajendran Nair, Deepthi, Thomas, Renjith
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 15.03.2024; Taylor & Francis Ltd
• Subjects: Biological properties; DFT; Electron density; Electrostatic properties; Energy gap; Hydrogen atoms; Imines; Molecular docking; Oxygen; Oxygen atoms; Phenylenediamine; Physicochemical processes; Physicochemical properties; Quantum mechanics; Structural and spectral; Wave functions; wavefunction studies
• ISSN: 1040-6638; 1563-5333
• DOI: 10.1080/10406638.2023.2209260

Schiff bases have advanced physical, chemical, and medicinal properties, making them strong biological agents. Comparable FTIR, UV-VIS, 1 HNMR, 13 CNMR spectra confirmed the successful formation of N-N-(1,2-Phenylene)bis(1-(4-bromophenyl)methanimine) (CS3) compound. Geometry was optimized using DFT with B3LYP/cc-pVDZ basis set. Obtained energy gap of the compound was 2.07 eV. Carbon and oxygen atoms were electrophilic, according to molecular electrostatic potential analysis. Mulliken charge analysis found that C atoms have + ve and -ve charges, H atoms have only positive charges, while Br, O, and N atoms have only -ve charges. The ELF analyzed the molecule and found that the atoms of C, N, and Br all had delocalized electron density. The wave function LOL identified localized orbital positions in the hydrogen atoms. RDG maps provided various non-covalent interactions. Synthesized compound was docked using PDB: 2ZM5 protein, with the lowest binding attractions obtained, are −5.44 (7BYE) kcal/mol.