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Electrochemical oxidation of p-phenylenediamine in the presence of p-toluenesulfinic acid, a green synthesis of a novel diphenylsulfone derivative. Investigating some effective factors on the rate of hydrolysis
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DOI：10.1007/s13738-026-03368-3.png)
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Abstract
En 中文
In this study, the electrochemical oxidation of p-phenylenediamine in the presence of p-toluenesulfinic acid as a nucleophile was studied using cyclic voltammetry and controlled-potential coulometry. The results indicate that the electrogenerated p-benzoquinonediimine is unstable and hydrolyzed, but in the presence of p-toluenesulfinic acid, the p-benzoquinonediimine reacts with it and via an, EC mechanism, a new diphenylsulfone species is produced. This work provides a facile and environmentally friendly reagent-less electrochemical method for synthesis of a new diphenylsulfone derivative in aqueous solution with good yield. The effect of the protonation of p-benzoquinonediimines (1H(2)ox(2+) and 3bH(2)(2+)) on the hydrolysis reaction was investigated using computational analysis. It was shown the charge of the reaction site and N = C bond order (WBIs) are effective on the hydrolysis reaction.
Keywords:
p-phenylenediamine
Cyclic voltammetry
Diphenylsulfone derivative
p-benzoquinonediimine
Charge of the reaction site
N = C bond
Journal
IF:
2.3
Papers:
138
Citations:
5.0K
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