Electrochemical and Theoretical Modelled Reduction of Β‐diketone Inspired Chalcones

The growing interest in synthesizing electrochemically active organic ligands stems from extensive reports highlighting the applications of redox-active organic molecules. These molecules play a crucial role in capturing and converting CO2 into valuable organic compounds, including carbonates used as solvents in lithium batteries. In this study, we present an electrochemical investigation of two chalcone derivatives, referred to as (1) and (2). We explored the influence of different solvent systems, specifically acetonitrile and dimethyl sulfoxide, on the reduction potential of these chalcones. The reported chalcone derivatives were characterized using various analytical techniques, including UV/Visible spectroscopy, Fourier Transform Infrared spectroscopy, Proton and Carbon-13 nuclear magnetic resonance, as well as mass spectrometry. The characterization of the reported chalcones, exhibiting properties of both beta-diketones and 2-hydroxyphenones, is underscored by a density functional theory (DFT) study of chalcones (1) and (2). This research establishes a correlation between the energies calculated through DFT and the experimental reduction potentials of chalcones (1) and (2), in comparing them with a series of beta-diketones and 2-hydroxyphenones. Two chalcones, which exhibit properties of both beta-diketones and 2-hydroxyphenones, have been synthesized and characterized. This research establishes a correlation between the energies calculated through Density Functional Theory and the experimental reduction potentials of chalcones (1) and (2), in comparing them with a series of beta-diketones and 2-hydroxyphenones. image