Status Paper: NMR and Crystallographic Study of Some Oxide Derivatives of D-t-Butyl Di-, Tri-, and Tetrasulfides

Polysulfide-1-oxides react with peroxyl radicals as quickly as hindered phenolic antioxidants and do so by a surprising concerted homolytic substitution

“…BnSSSBn, t -BuSSS t -Bu and t -BuSSSS t -Bu were prepared according to a previously reported procedure. 23 Similarly, BnS(O)SBn, 16 BnS(O)SSBn, 24 t -BuS(O)SS t -Bu, 25 BnSSH 32 and t -BuS(O)SSS t -Bu 49 were prepared according to previously reported procedures. UV-visible spectra were measured with a spectrophotometer equipped with a thermostatted 6 × 6 multi cell holder.…”

New Sulfenyl Chloride Chemistry: Synthesis, Reactions and Mechanisms toward Carbon-Carbon Double Bonds

“…Harpp and coworkers [9] reported the first synthesis of triphenylmethanedithiosulfenyl (4) and trithiosulfenyl chloride (11) from the condensation of disulfur dichloride with thiol 17 and dithiol 18 [54] respectively (Schemes 6 and 7). The physical properties of the sulfides are summarized in Table IV.…”

“…Triphenylmethanethiosulfenyl chloride (3) has been found to react with cyclopentene (53) and cyclohexene (54) to give stable addition products 55 and 56 respectively, in high isolated yields (ca. 95%).…”

Persulfides: current knowledge and challenges in chemistry and chemical biology

“…The structures shown in Scheme 3 are most often seen in literature, which include benzyl/diphenylmethyl/trityl persulfides ( 1–3 ) 23–36 , t-butyl persulfide 4 36,37 , penicillamine-derived persulfides 5 38,39 , and adamantyl persulfide 6 . 40 In general more sterically hindered persulfides are more stable.…”

“…So far a limited number of small molecule persulfides have been prepared and some of them are only partially characterized. The structures shown in Scheme 3 are most often seen in literature, which include benzyl/diphenylmethyl/trityl persulfides (1-3), [23][24][25][26][27][28][29][30][31][32][33][34][35][36] t-butyl persulfide 4, 36,37 penicillaminederived persulfides 5, 38,39 and adamantyl persulfide 6. 40 In general more sterically hindered persulfides are more stable.…”