Theoretical calculation of selenium N-heterocyclic carbene compounds through DFT studies: Synthesis, characterization and biological potential

Abstract

N-heterocyclic carbene (NHC) is one of the significant class of compounds in the organometallic chemistry. Strong sigma donating property and weak pi-accepting property of NHC makes it prominent, so that they can interact with metals to form the stable organometallic complex. These ligand compounds have capability to release the metal in the form of ion slowly and sustainable rate at any site in the biological system. Selenium is also very active element having highly demanding applications like antioxidant agent and is necessary trace element for human body. In the current research work two new imidazolium salts (as pre ligands) and respective selenium-NHC compounds have been designed and computed theoretically before the synthesis of active compounds among the designed compounds. Compounds, namely ML1, ML2, MC1 ans MC2, on the basis of imidazole unit were designed and computed for different properties, absorption spectra, dipole moment, theoretically estimated biological potentials, and frontier molecular orbitals, by calculating the HOMO/LUMO energy orbitals via Density functional theory method. Density functional method was applied using Gaussian 09 software and Gauss view 5.0 program. Analysis of compounds were done at B3LYP level by using 6-31G (d) level of DFT (Density Functional Theory). Theoretical calculation showed that compounds are highly biologically active, as their synthesis is exigency of the time so these compounds were synthesized. Synthesized compounds were characterized by UV–visible, FT-IR, carbon and proton NMR spectroscopies. Antioxidant and anticancer properties of compounds were calculated and their charactristics were compared with the charactristics of imidazole present in the literature and results were the almost same as calculated by theoretical method.