title: Molecular structures of 2-arylaminomethyl-1H-benzimidazole: spectral, electrochemical, DFT and biological studies.
abstract: In the present work, structural studies on (1H-benzimidazol-2-ylmethyl)-N-(4-chloro-phenyl)-amine (L(1)) and (1H-benzimidazol-2-ylmethyl)-N-(4-iodo-phenyl)-amine (L(2)) have been done extensively by a variety of physico-chemical techniques. Optimized geometrical structures, harmonic vibrational frequencies, natural bonding orbital (NBO) analysis, and Frontier molecular orbitals (FMO) were obtained by DFT/B3LYP method. TD-DFT calculations help to assign the electronic transitions. The polarizable continuum model (PCM) fails to describe the experimental chemical shift associated with the NH protons as calculated by applying Gauge-invariant atomic orbital (GIAO) method, but a very good correlation between the theoretical and experimental values was achieved by taking into account the specific solute-solvent interactions. DFT calculations showed a good agreement between the theoretical and observed results. These compounds exhibited a high biological activity through the inhibition of the metabolic growth of the investigated bacteria.
authors.affiliation: Chemistry Department, Faculty of Science, Cairo University, Gamaa Street, Giza 12613, Egypt.
authors.forename: Nour T
authors.initials: NT
authors.lastname: Abdel Ghani
authors.forename: Ahmed M
authors.initials: AM
authors.lastname: Mansour
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D001562:Benzimidazoles / Q000737:chemistry* / Q000494:pharmacology*; D055664:Electrochemical Techniques; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008744:Methylamines / Q000737:chemistry* / Q000494:pharmacology*; D008958:Models, Molecular; D011789:Quantum Theory; D013053:Spectrophotometry; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000900:Anti-Bacterial Agents; D001562:Benzimidazoles; D008744:Methylamines