Electrochemical and Optical Experiments and DFT Calculations of 1,4,6,8-Tetrakis((E)-2-(thiophen-2-yl)vinyl)azulene

Due to its conjugated structure, 1,4,6,8-tetrakis((E)-2-(thiophen-2-yl)vinyl)azulene (<b>L</b>) has a high potential for nonlinear optics and coloring. This compound was studied electrochemically using cyclic voltammetry, pulse differential voltammetry and rotating disk voltammetry in organic electrolytes. The main processes occurring during oxidation and reduction scans were highlighted and characterized. Density functional theory (DFT) calculations were conducted to assess the chemical reactivity of this compound. UV-Vis studies of <b>L</b> were performed in acetonitrile to establish the optical parameters in this solvent and its complexing power towards heavy metal (HM) ions. Chemically modified electrodes (CMEs) based on <b>L</b> were prepared by electrooxidation of <b>L</b> in organic electrolytes. To evaluate the electrochemical behavior of the CMEs, they were characterized with a ferrocene redox probe. They were also tested for the analysis of synthetic samples of heavy metal ions (HM): Cd(II), Pb(II), Cu(II) and Hg(II) by anodic stripping. Specific responses were obtained for Pb(II) and Cd(II) ions. The preparation conditions have an influence on the electrochemical responses. This study is relevant for the design and further development of advanced materials based on this azulene for the analysis of HMs in water samples. Electrochemical experiments and DFT calculations recommended <b>L</b> as a new ligand for modifying the electrode surface for the analysis of HMs.