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NMR of terminal oxygen. 6 — 17 O NMR of the SO ‘double bond’: Derivatives of arylsulphinic and arylsulphonic acids
Author(s) -
Dahn Hans,
Van Toan Vien,
UngTruong MyNgoc
Publication year - 1991
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260290907
Subject(s) - chemistry , geminal , nmr spectra database , double bond , ring (chemistry) , solvent , stereochemistry , terminal (telecommunication) , oxygen , medicinal chemistry , reactivity (psychology) , crystallography , spectral line , polymer chemistry , organic chemistry , medicine , telecommunications , physics , alternative medicine , pathology , astronomy , computer science
The 17 O NMR spectra of terminal oxygen atoms in esters, anions and amides of substituted arenesulphinic acids and in esters and amides of substituted arenesulphonic acids were measured. The signals of the terminal O appear close to those of the bridge O. Compared with carbonyl O, terminal SO shows (a) a lower sensitivity to the electronic influences of geminal groups, (b) only a low sensitivity to arene ring substituents and (c) small solvent effects. The difference between C‐ and S‐bound O is discussed in terms of π‐bond character. Dy 3+ complexation occurs with the terminal O in methyl arenesulphinates.