Synthesis and Crystal Structures of Halogen-Substituted 2-Aryl-<i>N</i>-phenylbenzimidazoles
Anastasia G. Koptyaeva,
Alexander Y. Zakharov,
Marina A. Kiseleva,
Sofia S. Mariasina,
Paulina Kalle,
Andrei V. Churakov,
Stanislav I. Bezzubov
Affiliations
Anastasia G. Koptyaeva
N.S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, Leninskii pr. 31, 119991 Moscow, Russia
Alexander Y. Zakharov
N.S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, Leninskii pr. 31, 119991 Moscow, Russia
Marina A. Kiseleva
N.S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, Leninskii pr. 31, 119991 Moscow, Russia
Sofia S. Mariasina
Laboratory for Magnetic Tomography and Spectroscopy, Faculty of Fundamental Medicine, M.V. Lomonosov Moscow State University, Lenin’s Hills 1, 119991 Moscow, Russia
Paulina Kalle
N.S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, Leninskii pr. 31, 119991 Moscow, Russia
Andrei V. Churakov
N.S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, Leninskii pr. 31, 119991 Moscow, Russia
Stanislav I. Bezzubov
N.S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, Leninskii pr. 31, 119991 Moscow, Russia
Four 2-arylbenzimidazoles (aryl = 4-Br-phenyl (1), 3-Br-phenyl (2), 4-I-phenyl (3), 3-I-phenyl (4)) were synthesized and characterized by 1H, 13C{1H} NMR, UV–Vis spectroscopy and single-crystal X-ray diffraction. Both pairs of benzimidazoles bearing the halogen atom at the same position form isostructural crystals, in which para-substituted compounds 1 and 3 are assembled by weak C–H···π and π···π interactions while their meta-isomers 2 and 4 are linked via intermolecular halogen···nitrogen and C–H···π contacts.
