NEW IMIDAZO[4,5-B]PYRIDINE DERIVATIVES: SYNTHESIS, CRYSTAL STRUCTURES, HIRSHFELD SURFACE ANALYSIS, DFT COMPUTATIONS AND MONTE CARLO SIMULATIONS

Jabri Z., El Ibrahimi B., Jarmoni K., Sabir S., Misbahi K., Rodi Y. K., ...More

Journal of Chemical Technology and Metallurgy, vol.57, no.3, pp.451-463, 2022 (Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 57 Issue: 3
  • Publication Date: 2022
  • Journal Name: Journal of Chemical Technology and Metallurgy
  • Journal Indexes: Scopus, Academic Search Premier
  • Page Numbers: pp.451-463
  • Keywords: 5-b]pyridine, Alkylation, Dft, Hirshfeld surface, Imidazo[4, Monte carlo, X-ray diffraction
  • Hacettepe University Affiliated: Yes

Abstract

© 2022, Journal of Chemical Technology and Metallurgy. All Rights Reserved.In this work, three new alkyl substituted imidazo[4,5-b]pyridine derivatives have been synthesized by alkylation reactions under phase transfer catalysis conditions. The compounds (4 and 7) obtained were characterized using 1H NMR and 13C NMR spectroscopy. Their molecular and crystal structures have been confirmed by single-crystal X-ray diffraction. The global and local reactivities of the derivatives were investigated using the DFT/B3LYP method with the 6-31G(d,p) basis set. In addition, the closest contacts between the active atoms of the compounds were identified through the Hirshfeld surface analysis. Furthermore, the affinity of these derivatives to adsorb onto different metallic surfaces was estimated using Monte Carlo simulations. It was found that both compounds exhibit a remarkable tendency to adsorb onto an iron surface in comparison with other metal surfaces. It is expected that 7 will act as an effective corrosion inhibitor compared to 4 in acidic environments.