Single-electronic cleavage of a carbon–sulphur bond in the cathodic reduction of 2,3-bis(phenylsulphonyl)-1,4-dimethylbenzene in dimethyl sulphoxide
作者:Marino Novi、Carlo Dell'Erba、Giacomo Garbarino、Giuseppe Scarponi、Gabriele Capodaglio
DOI:10.1039/p29840000951
日期:——
2,3-Bis(phenylsulphonyl)-1,4-dimethylbenzene, dissolved in dimethyl sulphoxide, undergoes a one-electron single reduction wave at –1.6 V with respect to Ag–Ag+(0.01M). The reduction was studied by differential pulse polarography, cyclic voltammetry, and controlled-potential electrolysis. Fast chemical steps follow the initial reduction and the isolated products are 1,4-dimethyldibenzothiophene 5,5-dioxide
相对于Ag-Ag +(0.01 M),溶解在二甲基亚砜中的2,3-双(苯基磺酰基)-1,4-二甲基苯在–1.6 V处经历单电子单还原波。通过差分脉冲极谱法,循环伏安法和控制电位电解法研究了还原反应。最初的还原反应采用快速化学步骤,分离出的产物为1,4-二甲基二苯并噻吩5,5-二氧化物和1,4-二甲基-2-(苯磺酰基)苯。在一些实验中,还获得了少量的5a,9a-二氢-1,4-二甲基二苯并噻吩5,5-二氧化物。结果证明支持先前提出的用于相同底物与芳基硫代硫酸钠在二甲基亚砜中的光诱导反应的电子转移机理。