Synthesis and Characterization of 2,2′-(Pyridine Benzo[d]imidazol-3 2,4,6-Trimethylbenzenesulfonate Chloride by Experimental and Theoretical Methods

Abstract

The title molecular salt (2), 2,2′-(pyridine-2,6-diyl)bis(1H-benzo[d] imidazol-3-ium) 2,4,6-trimethylbenzenesulfonate chloride (C<inf>19</inf>H <inf>15</inf>N<inf>5</inf>2+·C<inf>9</inf>H<inf>11</inf>O <inf>3</inf>S-·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. © 2014 Elsevier B.V. All rights reserved.