1H NMR and13C NMR spectra of disulfides, thiosulfinates and thiosulfonates

Autor:	Fillmore Freeman, Christos N. Angeletakis, Tom J. Maricich
Rok vydání:	1981
Předmět:	chemistry.chemical_classification chemistry.chemical_element General Chemistry Carbon-13 NMR Sulfinic acid Medicinal chemistry NMR spectra database chemistry.chemical_compound chemistry Polar effect Proton NMR Benzyl group Phenyl group Organic chemistry General Materials Science Carbon
Zdroj:	Organic Magnetic Resonance. 17:53-58
ISSN:	1097-458X 0030-4921
DOI:	10.1002/mrc.1270170113
Popis:	The 1H 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, −SO2, −SO2−, −SO2H, −SO3−, −SO3H and SO3CH3 on α-methylene and benzylic protons are observed. The 1H NMR spectra show, except for two dialkylthiosulfinates, that the α'-protons of thiosulfinates absorb farther downfield than those of the thiosulfonates. Although the 13C NMR spectra show that αSO effects are deshielding and are smaller than the αSO2 effects, the α'SO values are more shielding than the α'SO2 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 α-methylene carbon shifts for neopentanesulfinic acid and α-toluenesulfinic acid are further downfield than those for the corresponding sulfonic acids.
Databáze:	OpenAIRE
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