33622-50-3Relevant articles and documents
SULFUR-CONTAINING CARBOXYLIC ACIDS. 5. SYNTHESIS AND STRUCTURE OF DIALKYL SULFIDES AND DIALKYL SULFOXIDES WITH VICINAL CARBOXYL OR ACYLAMINO GROUPS
Vasil'eva, T. P.,Mozzhukhin, A. O.,Antipin, M. Yu.,Struchkov, Yu. T.
, p. 1368 - 1376 (1992)
Bifunctional sulfides and sulfoxides containing carboxy, carbamoyl, or acylamino groups in the β-position are synthesized, and their IR spectra were studied.An unusual decrease in the frequencies of the carbonyl vibrations (by 20-34 cm-1) was found for thiodipropionic acid, its amides, and bis(β-acylaminoethyl) sulfides by comparison with the corresponding sulfoxides.The low-frequency shift of the CO bond in these carbonylsulfides was not, as expected, associated with the intramolecular S...O coordination, since the x-ray structural investigation of thiodipropionic acid and bis(2-trifluoroacetylaminoethyl) sulfide did not show short intra- and intermolecular contacts involving the sulfur atom.Both structures contain intermolecular hydrogen bonds (C=O...HO or C=O...HN).Keywords: derivatives of thiodipropionic acid, 2-(acylaminoethyl) sulfides, derivatives of β,β'-sulfinyldipropionic acid, 2-(acylaminoethyl) sulfoxides, x-ray structural analysis, bis(2-trifluoroacetylaminoethyl) sulfide, molecular structure.
An efficient and straightforward access to sulfur substituted [2.2]paracyclophanes: Application to stereoselective sulfenate salt alkylation
Lohier, Jean-Francois,Foucoin, Florian,Jaffres, Paul-Alain,Garcia, Jose I.,Santos, Jana Sopkova-De Oliveira,Perrio, Stephane,Metznert, Patrick
supporting information; body text, p. 1271 - 1274 (2009/10/01)
A straightforward and high-yielding access to various [2.2]paracyclophanes possessing a sulfur-based functional group is reported, the key step being a SEAr reaction mediated by a sulfonium salt. The versatility of the methodology was exemplified by an original application in sulfenate salt chemistry, from which a remarkable chirality transfer was observed.
Antioxidative properties of phenyl-substituted phenols. Part I. The mechanism of synergism between 4-alkoxy-2,6-diphenylphenols and ββ′-disubstituted diethyl sulphides
De Jonge, Cornelis R. H. I.,Hageman, Hendrik J.,Huysmans, Willem G. B.,Mijs, Willem J.
, p. 1276 - 1279 (2007/10/06)
A pronounced synergism between 4-alkoxy-2,6-diphenylphenols and ββ′-disubstituted diethyl sulphides has been observed in the inhibition of autoxidation of polypropene at 180°C. The mechanism of this synergistic action (at temperatures ≥150°C) has been investigated. N.m.r. model experiments have shown that the phenolic antioxidant (AH) is regenerated continuously from the phenoxyl radical (A·) by hydrogen atom donation by the sulphenic acid, a product originating from the ββ′- disubstituted diethyl sulphide. This observation is of possible contributory importance to the understanding of the mechanism of synergistic effects.