Substituted Heterocyclic Chalcones: Electrochemical, Spectroscopic and Theoretical Study

Abstract

We have studied the electronic and electrochemical properties of seven substituted heterocyclic chalcones (CHL 1-6) wich are functionalized with 2-thienyl groups. The phenyl ring of the chalcone scaffold has been substituted in orto or para position with electron donnor and acceptor groups (-F, -NO2, -CH3O). The electrochemical features were analyzed by cyclic voltammetry; irreversible processes were observed and attributed to the oxidation and reduction of the 2-thienyl group and the carbonyl group of the chalcone, respectively. DFT calculations were made to gain more in-depth understanding of their electronic properties. Relatively high HOMO level and low LUMO values were calculated, Eg values computed varies between 3.0-3.29 eV. These values enable us to postulate that these type of compounds are suitable building blocks to fabricate optoelectronic devices.

Electrochemical and Theoretical Modelled Reduction of β‐Diketone Inspired Chalcones

“…[35] To further explore the electrochemical potentials of chalcones, Brovelli and others reported the electrochemical properties of heterocyclic chalcones. [36] The applications of chalcones in galvanostatic electrosynthesis employing its reductive cyclodimerization and self-adaptability was recently reported by Garbini et al [37] β-diketones on the other hand are 1,3-substituted propan-1,3-diones. They form complexes with various metals e. g., Titanium, [38][39][40][41] iron, [42] cobalt, [43] copper, [44] manganese, [45] chromium, [46] rhodium, [47] nickel, palladium, and gold.…”

“…Kagatikar and co‐workers assessed pyrene‐based chalcones as functional materials applicable in organic electronics [35] . To further explore the electrochemical potentials of chalcones, Brovelli and others reported the electrochemical properties of heterocyclic chalcones [36] . The applications of chalcones in galvanostatic electrosynthesis employing its reductive cyclodimerization and self‐adaptability was recently reported by Garbini et al [37]…”