Efficient synthesis and DFT analysis of novel 1,2,3-triazole-based dithiocarbamates

Novel 1,2,3-triazole-dithiocarbamate hybrids were synthesized in moderate to good yields (60-75%) in green solvent system H2O/t-BuOH by click azide-alkyne [3 + 2] cycloaddition reaction with avoiding isolation and handling of hazardous organic azides. The structure of the all products were unambiguously characterized by various techniques such as CHN, (HNMR)-H-1, (CNMR)-C-13, ESI-MS and FT-IR. The synthesis protocol proceeds under easy, green and mild reaction conditions with available inexpensive starting materials. The HOMO-LUMO analysis (electrophilicity index), H-1 and C-13 chemical shifts and Mulliken charge distribution of the characterized structure of 4a have been also calculated by applying B3LYP/6-31+G (d, p) level of density functional theory (DFT) method. The aim of the DFT study was to make a reasonable assignment of spectroscopic data. The DFT calculated data were found in close agreement to that of experimental data. (C) 2020 Elsevier B.V. All rights reserved.