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1H NMR and 13C NMR spectra of disulfides, thiosulfinates and thiosulfonates

✍ Scribed by Fillmore Freeman; Christos N. Angeletakis; Tom J. Maricich

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
476 KB
Volume
17
Category
Article
ISSN
0749-1581

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✦ Synopsis

The 'H NMR and 13C NMR spectra of neopentyl and benzyl substituted disulfides, thiosulfinates, thiosulfonates, thiols, sulfides, sulfinic acids and sulfonic acids are reported. The deshielding electron withdrawing effects of -SO, -SO,, -SOz-, -SO,H, -SO,-, S 0 , H and S03CH3 on or-&ethylene and benzylic protons are observed. The 'H NMR spectra show, except for two dialkylthiosulfinates, that the a'-protons of thiosulfinates absorb farther downfield than those of the thiosulfonates. Although the "C NMR spectra show that orso effects are deshielding and are smaller than the aso, effects, the aso values are more shielding than the ago, values for some compounds. The effects on 13C NMR spectra which result from substituting a phenyl group for a neopentyl or benzyl group are discussed. The or-methylene carbon shifts for neopentanesulfinic acid and or-toluenesulfinic acid are further downfield than those for the corresponding sulfonic acids.

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