Premium
13 C nuclear magnetic resonance and conformational analysis of 5‐chloro‐2‐oxo‐1,3,2‐dioxathianes
Author(s) -
Gorrichon JeanPierre,
Chassaing Gérard,
Cazaux Louis
Publication year - 1983
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/omr.1270210705
Subject(s) - substituent , chemistry , chemical shift , nuclear magnetic resonance spectroscopy , chlorine , crystallography , resonance (particle physics) , nuclear magnetic resonance , computational chemistry , stereochemistry , organic chemistry , physics , particle physics
The 13 C NMR chemical shifts in CDCI 3 for eight cyclic sulphites, chlorinated at C‐5, are reported. The α‐and β‐deshielding effects and the γ‐shielding effects for the chlorine substituent are compared with similar effects in the 1,3‐dioxane series and with the effects arising from methyl groups in the sulphite series. The study of two conformational equilibria shows that it is difficult to use 13 C NMR spectroscopy for the conformational analysis of cyclic sulphites because of the frequent participation of twist forms, with 1,4‐ and 2,5‐axes, to these equilibria.