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13 C NMR analysis of sultones and sulphonate–sulphate anhydrides
Author(s) -
Castro V.,
Boyer J. L.,
Canselier J. P.,
Terjeson R. J.,
Mohtasham J.,
Peyton D. H.,
Gard G. L.
Publication year - 1990
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.1260281116
Subject(s) - chemistry , substituent , chemical shift , carbon 13 nmr , molecule , computational chemistry , nmr spectra database , stereochemistry , organic chemistry , spectral line , astronomy , physics
The 13 C NMR spectra of 20 compounds belonging to several types of monocyclic sultones and related ‘carbyl sulphates,’ including a series of fluorinated β‐sultones (1,2‐oxathietane 2,2‐dioxides), are reported. Chemical shift increment systems with n ‐alkanes as reference molecules are established for non‐fluorinated sultones: they show a much less pronounced deshielding effect on the carbon α to oxygen in β‐sultones than in the other series. Chemical shifts for the parent β‐sultone, predicted in two ways (linear or cyclic model compound), are found to be almost consistent with a purely additive scheme. In fluorinated β‐sultones the α‐substituent increments relative to perfluoroethanesultone are also derived.