Nematollahi Davood, Bamzadeh Maryam, Shayani-Jam Hasan
Bu-Ali-Sina University, Hamadan, Iran.
Chem Pharm Bull (Tokyo). 2010 Jan;58(1):23-6. doi: 10.1248/cpb.58.23.
Electrochemical oxidation of catechols in the presence of phenyl-Meldrum's acid as a nucleophile in aqueous solution has been studied in detail by means of cyclic voltammetry and controlled potential coulometry. The results indicate that the o-benzoquinone derived from catechols participates in Michael addition reaction with phenyl-Meldrum's acid to form corresponding products. We derived some new "highly oxygenated compounds with catechol ring" with good yields based on electrochemical oxidation in the controlled potential condition in aqueous solutions, without toxic reagents and solvents at carbon electrode in an undivided cell, using an environmentally friendly method. Furthermore, the observed homogeneous rate constants (k(obs)) of the chemical reaction between o-benzoquinone and phenyl-Meldrum's acid were estimated by comparing the experimental cyclic voltammetric curves with the digitally simulated ones.
通过循环伏安法和控制电位库仑法，对水溶液中在亲核试剂苯基丙二酸存在下邻苯二酚的电化学氧化进行了详细研究。结果表明，邻苯二酚衍生的邻苯醌与苯基丙二酸发生迈克尔加成反应形成相应产物。我们基于在水溶液中控制电位条件下的电化学氧化，采用环保方法，在未分隔的电池中的碳电极上，无需使用有毒试剂和溶剂，以良好的产率得到了一些新的“含邻苯二酚环的高度氧化化合物”。此外，通过将实验循环伏安曲线与数字模拟曲线进行比较，估算了邻苯醌与苯基丙二酸之间化学反应的观测均相速率常数(k(obs))。
