Syntheses, Single Crystal X-ray Structure, Hirshfeld Surface Analyses, DFT Computations and Monte Carlo Simulations of New Eugenol Derivatives Bearing 1,2,3-Triazole Moiety

Abstract A novel series of 1,2,3-triazole derivatives containing the eugenol ring (3 and 4) were synthesized in good yields (78 and 82%, respectively) by click chemistry method [Copper-Catalyzed Azide-Alkyne Cycloaddition (CuAAC)]. We report here the cycloaddition reactions involving azides namely 1-azidoheptane (2a) and 1-azido-4-methylbenzene (2b), as well as 4-allyl-2-methoxy-1-(prop-2-yn-1-yloxy)benzene (1) as dipolarophiles. The structures of 3 and 4 were characterized by NMR spectroscopy and confirmed by a single crystal X-ray diffraction study. Predicted spectral data were also obtained using density functional theory (DFT) at the B3LYP/6-31G(d,p) level of theory. Also, the closest contacts between active atoms of the compounds studied were identified through Hirshfeld surface analyses. Based on the Monte Carlo simulation results, compound 4 can act as a good acidic corrosion inhibitor for iron.