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Characterization of 2‐aryl‐1,3,4‐oxadiazoles by 15 N and 13 C NMR spectroscopy
Author(s) -
NowakWydra Barbara,
Gierczyk Błażej,
Schroeder Grzegorz
Publication year - 2003
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.1231
Subject(s) - chemistry , chemical shift , aryl , substituent , ring (chemistry) , carbon 13 nmr , nuclear magnetic resonance spectroscopy , carbon 13 nmr satellite , oxadiazole , spectroscopy , nitrogen , fluorine 19 nmr , stereochemistry , medicinal chemistry , computational chemistry , organic chemistry , alkyl , physics , quantum mechanics
15 N NMR chemical shifts of 2‐aryl‐1,3,4‐oxadiazoles were assigned on the basis of the 1 H– 15 N HMBC experiment. Chemical shifts of the nitrogen and carbon atoms in the oxadiazole ring correlate with the Hammett σ‐constants of substituents in the aryl ring ( r 2 ≥ 0.966 for N atoms). 15 N NMR data are a suitable and sensitive means for characterizing long‐range electronic substituent effects. Additionally, 13 C NMR data for these compounds are presented. Copyright © 2003 John Wiley & Sons, Ltd.
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