Сибирский федеральный университет

Тип публикации: статья из журнала

Год издания: 2022

Идентификатор DOI: 10.3390/molecules27227864

Ключевые слова: N-butyl-1H-benzimidazole, benzimidazole, dft, aim, Rdg, elf

Аннотация: Imidazole derivatives have found wide application in organic and medicinal chemistry. In particular, benzimidazoles have proven biological activity as antiviral, antimicrobial, and antitumor agents. In this work, we experimentally and theoretically investigated N-Butyl-1H-benzimidazole. It has been shown that the presence of a butyl substituent in the N position does not significantly affect the conjugation and structural organization of benzimidazole. The optimized molecular parameters were performed by the DFT/B3LYP method with 6-311++G(d,p) basis set. This level of theory shows excellent concurrence with the experimental data. The non-covalent interactions that existed within our compound N-Butyl-1H-benzimidazole were also analyzed by the AIM, RDG, ELF, and LOL topological methods. The color shades of the ELF and LOL maps confirm the presence of bonding and non-bonding electrons in N-Butyl-1H-benzimidazole. From DFT calculations, various methods such as molecular electrostatic potential (MEP), Fukui functions, Mulliken atomic charges, and frontier molecular orbital (HOMO-LUMO) were characterized. Furthermore, UV-Vis absorption and natural bond orbital (NBO) analysis were calculated. It is shown that the experimental and theoretical spectra of N-Butyl-1H-benzimidazole have a peak at 248 nm; in addition, the experimental spectrum has a peak near 295 nm. The NBO method shows that the delocalization of the aσ-electron from σ (C1–C2) is distributed into antibonding σ* (C1–C6), σ* (C1–N26), and σ* (C6–H11), which leads to stabilization energies of 4.63, 0.86, and 2.42 KJ/mol, respectively. Spectroscopic investigations of N-Butyl-1H-benzimidazole were carried out experimentally and theoretically to find FTIR vibrational spectra.

Журнал: Molecules

Выпуск журнала: Т.27, №22

Номера страниц: 7864

ISSN журнала: 14203049

Издатель: MDPI

• Kazachenko Aleksandr S. (Department of Biological Chemistry with Courses in Medical, Pharmaceutical and Toxicological Chemistry, Krasnoyarsk State Medical University of the Ministry of Healthcare of the Russian Federation)
• Tanış Emine (Department of Electrical Electronics Engineering, Faculty of Engineering and Architecture, Kırşehir Ahi Evran University)
• Akman Feride (Vocational School of Food, Agriculture and Livestock, University of Bingöl)
• Medimagh Mouna (Laboratory of Quantum and Statistical Physics (LR18ES18), Faculty of Sciences, University of Monastir)
• Issaoui Noureddine (Laboratory of Quantum and Statistical Physics (LR18ES18), Faculty of Sciences, University of Monastir)
• Al-Dossary Omar (Department of Physics and Astronomy, College of Science, King Saud University)
• Bousiakou Leda G. (IMD Laboratories Co., R&D Section, Lefkippos Technology Park, NCSR Demokritos)
• Kazachenko Anna S. (Institute of Chemistry and Chemical Technology, Krasnoyarsk Scientific Center, Siberian Branch, Russian Academy of Sciences)
• Zimonin Dmitry (Institute of Chemistry and Chemical Technology, Krasnoyarsk Scientific Center, Siberian Branch, Russian Academy of Sciences)
• Skripnikov Andrey M. (Institute of Chemistry and Chemical Technology, Krasnoyarsk Scientific Center, Siberian Branch, Russian Academy of Sciences)

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