Synthesis and characterization of 2,2'-(pyridine-2,6-diyl)bis(1H-benzo[d]imidazol-3-ium) 2,4,6-trimethylbenzenesulfonate chloride by experimental and theoretical methods.
The title molecular salt (2), 2,2'-(pyridine-2,6-diyl)bis(1H-benzo[d]imidazol-3-ium) 2,4,6-trimethylbenzenesulfonate chloride (C19H15N5(2+)·C9H11O3S(-)·Cl(-)), was synthesized unexpectedly from the reaction of 2,6-bis(benzimidazol-2-yl)pyridine (1) with 2-mesitylenesulfonyl chloride. Spectroscopic techniques (FT-IR, NMR and UV-vis.) were used to characterize compounds 1 and 2. Solid-state structure of compound 2 was identified by X-ray crystallography. Theoretical characterization of the spectroscopic properties of compounds 1 and 2 was achieved using the density functional theory (DFT) method with the 6-311G(d,p) basis set, and the results were checked against the experimental data. Electronic absorption spectra of the compounds have also been obtained.
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139 Samsun, Turkey. Electronic address: namiko@omu.edu.tr.
Namık
N
Özdemir
Laboratory of Inorganic Synthesis and Molecular Catalysis, Çanakkale Onsekiz Mart University, 17020 Çanakkale, Turkey. Electronic address: osmandayan@comu.edu.tr.
Osman
O
Dayan
Laboratory of Inorganic Synthesis and Molecular Catalysis, Çanakkale Onsekiz Mart University, 17020 Çanakkale, Turkey.
Melek Tercan
MT
Yavaşoğlu
Department of Chemistry, Faculty of Science, Ege University, 35100 İzmir, Turkey.
Bekir
B
Çetinkaya
D001557:Benzenesulfonates / Q000737:chemistry*; D001562:Benzimidazoles / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011725:Pyridines / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
C500137:2,6-bis(benzimidazol-2-yl)pyridine; D001557:Benzenesulfonates; D001562:Benzimidazoles; D002712:Chlorides; D011725:Pyridines; C032365:benzenesulfonic acid
Crystal structure; DFT calculations; FT-IR; NMR; UV-vis.