Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
219871 | Journal of Electroanalytical Chemistry | 2011 | 7 Pages |
This paper describes the electrochemical dimerization of 4-methylesculetin via anodic oxidation. The voltammetric data show that electrochemically generated ortho-benzoquinone participates in Michael addition reaction with starting molecular (4-methylesculetin) forms the corresponding highly-oxygenated dimer. The mechanism of dimerization has been studied in water/acetonitrile mixture using cyclic voltammetry and controlled-potential coulometry. The electrochemical synthesis of this highly-oxygenated dimer has been successfully performed in an undivided cell in good yield and purity. Furthermore, the observed homogeneous rate constants of the chemical reaction between ortho-benzoquinone and 4-methylesculetin were estimated by comparing the experimental cyclic voltammetric curves with the digitally simulated ones.