Title:Synthesis of Ferrocenylimidazo[1,2-a]pyridine-3-amines Using Catalyst
ZrO(NO3)2.2H2O and their Theoretical Studies
Volume: 20
Issue: 11
Author(s): Nahid Shajari*, Hooriye Yahyaei and Seyyede Sanaz Zafarani
Affiliation:
- Department of Chemistry, Zanjan Branch, Islamic Azad University, P.O. Box 49194-467, Zanjan, Iran
Keywords:
Ferrocenecarboxaldehyde, 2-aminopyridine, imidazo[1, 2-a]pyridine, ZrO(NO3)2.2H2O, quantum mechanics, chemical reaction
Abstract: In this study, synthesis of ferrocenylimidazo[1,2-a]pyridine-3-amines was reported from
the condensation reaction of ferrocenecarboxaldehyde, 2-aminopyridine, and isocyanides using
ZrO(NO3)2.2H2O as an efficient, new, and reusable catalyst under reflux conditions in ethanol. The
structures of the products were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. Quantum
theoretical calculations for the structure of compounds (4a, 4b, and 4c) were done using the Def2
with the TZVPPD basis set. Geometric parameters were obtained from the optimized structures, and
experimental results were analyzed with the calculated data. The structures of the products were
proved by IR, 1H NMR, 13C NMR, and elemental analysis. Computations were carried out for the IR
spectra data and 1H NMR and 13C NMR chemical shifts of the ferrocenylimidazo[1,2-a]pyridine-3-
amine derivatives in the ground state. Ultimately, a great agreement was found between experimental
and theoretical results.