Electrochemical reduction mechanism of organic sulphides

Add time:08/05/2019    Source:sciencedirect.com

The electrode reaction mechanism of triphenylmethyl p-nitropheyl sulphide has been investigated by cyclic voltammetry, controlled potential electrolysis and EPR spectrometry. The overall reduction process appears to involve three steps. The anion radical resulting from the first electron uptake undergoes a fast C-S bond cleavage, yielding the p-nitrothiophenate anion and triphenylmethyl radical. Dimerisation of the latter competes with further reduction at more negative potentials while p-nitrothiophenate is reduced to the corresponding stable dianion radical. The rate constant of the C-S bond breaking process, k=4.1×105s−1, has been determined by homogeneous redox catalysis.

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