Spectroelectrochemical study of the nucleophilic substitution of diacyl disulfides by 2-nitrophenyl thiolate ions in N, N-dimethylacetamide

A Ahrika, M Anouti, JE Robert…

Index: Ahrika; Anouti; Robert; Paris Canadian Journal of Chemistry, 1998 , vol. 76, # 12 p. 1867 - 1874

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Abstract

S-Aryl thiol esters RC (O) SAr and ArS2-ions are the end products resulting from the reactions between bis (2-nitrophenyl) disulfide Ar2S2 and thiocarboxylate ions RC (O) S-(R= Me, Ph) at 20° C. The apparent SNAr process in fact occurs in two steps as shown by UV-vis absorption spectrophotometry coupled with voltammetry:(i) formation of diacyl disulfides [RC (O)] 2S2 and ArS-ions by redox exchange;(ii) subsequent nucleophilic substitution of 2- ...