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13 C NMR study of some derivatives of 1,3,4‐oxadiazoles, 1,3,4‐thiadiazoles and isosydnones
Author(s) -
Aranda Gérard,
Dessolin Michèle,
Golfier Michel,
Guillerez MarieGeorge
Publication year - 1982
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/mrc.1270180310
Subject(s) - thiadiazoles , substituent , chemistry , chemical shift , sulfur , ring (chemistry) , nitrogen , computational chemistry , carbon 13 nmr , crystallography , medicinal chemistry , stereochemistry , organic chemistry
The assignment of all ring carbons of 37 derivatives of 1,3,4‐oxa‐ or thiadiazoles and of seven isosydnones is described. In some cases, 13 C‐labelled compounds were used. The analysis of substituent effects and the calculation of charge densities of some of the derivatives suggest that the two nitrogen atoms form a protective screen against electron perturbation and play the role of an ‘electronic buffer’. A notable variation of chemical shifts could be observed only when oxygen is replaced by sulphur.