Electrochemical nitration of catechols: Kinetic study by digital simulation of cyclic voltammograms

Kinetic Study of the Oxidation of Catechols in the Presence of Some Aza‐crown Ethers by Digital Simulation of Cyclic Voltammograms

“…The aza-crowns have complexation properties and there are a number of interesting uses of aza-crown ethers as catalysts in nucleophilic substitution and oxidation reactions [14], in the design of chromogenic reagents that are sensitive to alkali and alkaline earth metal cations, and in the chromatographic separation of metal cation [15]. Our results indicate the participation of produced o-benzoquinones (2) in Michael-type addition reaction with aza-crown ethers (3) to form the corresponding new o-benzoquinone-aza-crown ether adducts (5). Based on ECE mechanism, the observed homogeneous rate constants (k obs ) of the reaction obenzoquinones (2) with aza-crown ethers (3) were estimated by comparing the experimental cyclic voltammograms with the digital simulated results.…”

Mechanistic study of homogeneous reactions coupled with electrochemical oxidation of catechols

“…2) [17]. The results indicate the participation of produced o-benzoquinones (1a) in a Michael nitrocatechols (10).…”

“…Considering the predominance of an EC mechanism, the observed homogeneous rate constants of nitration reaction were estimated by comparing the experimental cyclic voltammograms with the digital simulated results. In spite of the fact that the nitration of aromatic compounds mostly performed based on their nucleophilicity, in published work, the nitration of catechols (1) has been reported based on the electrophilicity of electrochemically generated o-benzoquinones (1a) (Scheme 3) [17]. This is a good example of conversion of a nuclephile to electrophile via an electrochemical process.…”

Electrochemical Oxidation of Catechols in the Presence of Phenyl-Meldrum's Acid. Synthesis and Kinetic Evaluation

“…1, curve a). [2][3][4][5][6][7][8][9][10][11] The electrooxidation of catechol (1a) in the presence of phenyl-Meldrum's acid (3) was studied in some detail. Fig.…”

“…Many flavonoids and catechol derivatives turned out to be as antimicrobial agents. 1) In this connection, in order to synthesis catechol derivatives, we studied the electrochemical oxidation of benzenediols in the presence of CH acid nucleophiles, [2][3][4] SH acid nucleophiles, [5][6][7][8][9] nitrite ion 10) and triphenylphosphine. 11) Also, it is demonstrated that, in comparison with simple catechols, the "highly oxygenated compounds with catechol ring" exhibit interesting biological activities.…”