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The NMR spectral characteristics of some meso ‐Ionic s ‐triazoles
Author(s) -
Smith Richard F.,
Deutsch John L.,
Almeter Patricia A.,
Johnson Donald S.,
Roblyer Suzanne M.,
Rosenthal Thomas C.
Publication year - 1970
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570070332
Subject(s) - chemistry , chemical shift , ring (chemistry) , proton , proton nmr , ionic bonding , hydroxide , aryl , hydrogen bond , solvent , nmr spectra database , medicinal chemistry , spectral line , stereochemistry , molecule , organic chemistry , ion , alkyl , physics , quantum mechanics , astronomy
The hetero‐ring proton of anhydro ‐1,4‐diphenyl‐3‐mercapto‐ s ‐triazolium hydroxide (I) is more highly deshielded than its 3‐hydroxy analog (II). The chemical shifts of the hetero‐ring proton for compounds I and II were found to be solvent dependent due to hydrogen bond formation. Two series of anhydro ‐1,4‐diaryl‐3‐hydroxy‐ s ‐triazolium hydroxides have been synthesized and their NMR spectra determined. The chemical shift of the hetero‐ring proton of these compounds was found to correlate with the Hammett sigma constants of the meta ‐ and para ‐ substituents in the aryl groups.