183050-86-4Relevant academic research and scientific papers
Nucleophilic substitution of S-phenyl thiol esters by electrogenerated polysulfide ions in N,N-dimethylacetamide
Ahrika, Abdelkader,Anouti, Meriem,Robert, Julie,Paris, Jacky
, p. 607 - 610 (1998)
The reactivity of electrogenerated S1/3- polysulfide ions S.-3 (?2-6) towards S-phenyl thiol esters RC(O)SPh [R = Me (1), Et (2), Pri (3)] has been followed by spectroelectrochemistry in N,N-dimethylacetamide at 24°C. With 1 and 2 reactions readily lead to thiocarboxylate ions and phenyltetrasulfanide ions, PhS-4, from the nucleofugic benzenethiolate ions in presence of sulfur. With 3 kinetic studies imply that S2-6 species are the nucleophilic S1/3- agents rather than S.-3 radical anions in a second order rate process (k = 30 ± 3 dm3 mor-1 s-1).
Formation and scission of the sulfur-sulfur bond: a new approach to reactions between sulfur/polysulfide ions and thiolate ions/disulfides in N,N-dimethylacetamide
Bosser, Gerard,Anouti, Meriem,Paris, Jacky
, p. 1993 - 2000 (2007/10/03)
The reactivity of sulfur towaards a series of thiolate ions RS- has been studied by spectroelectrochemistry in N,N-dimethylacetamide.Apparently, sulfur reacts in two parallel ways: (i) oxidation of RS- leading to RS2R and S3 anion radical ions; (ii) preponderant S-nucleophilic process yielding stable RSx- ions (x = 2-5).RSx- species, whose spectrophotometric characteristics have been determined, are successively obtained in the course of sulfur addition with R = alkyl, whereas equilibria between arylpolysulfide ions were observed.At the junction of these two parallel pathways, the slow keyequilibrium 2RS4- RS2R + 2S3 radical anion has been investigated by addition of RS2RR = 1-8 to S3 radical anion solutions.In fact, our study is consistent with a first, a monoelectronic transfer between RS- (or RS2-) ions and the very reactive S2 molecules in equilibrium with S8.The fact and competing couplings of the radicals RS (or RS2 radical), S2 radical anion (or S3 radical anion) agree with the simultaneous formation of RS2R, RSx- and polysulfide ions.More generally, the S2/S2 radical anion redox system is believed to be involved in thiophilic reactions of a number of anions such as RS- towards sulfur rather than the initial opening of the cyclic S8 form.
