26330-85-8Relevant articles and documents
Reactions of phosphate and phosphorothiolate diesters with nucleophiles: Comparison of transition state structures
Ye, Jing-Dong,Barth, Christofer D.,Anjaneyulu, Potluri S. R.,Tuschl, Thomas,Piccirilli, Joseph A.
, p. 2491 - 2497 (2008/02/14)
A series of methyl aryl phosphorothiolate esters (SP) were synthesized and their reactions with pyridine derivatives were compared to those for methyl aryl phosphate esters (OP). Results show that SP esters react with pyridine nucleophiles via a concerted SN2(P) mechanism. Bronsted analysis suggests that reactions of both SP and OP esters proceed via transition states with dissociative character. The overall similarity of the transition state structures supports the use of phosphorothiolates as substrate analogues to probe mechanisms of enzyme-catalyzed phosphoryl transfer reactions. This journal is The Royal Society of Chemistry.
Kinetics of the Reactions of 2,4-Dinitrophenyl Aryl Sulphides Sulphoxides and Sulphones with Hydroxide Ion in 80 percent (v/v) Ethanol-Water
Hamed, E. A.,El-Bardan, A. A.,Saad, Esmat F.,Fathalla, Magda F.
, p. 177 - 186 (2007/10/03)
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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.