ISSN:
0749-1581
Keywords:
Heterocycles
;
Benzazoles
;
Amino Derivatives
;
Cation formation
;
1H and 13C
;
NMR
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 1H and 13C NMR spectral data of benzimidazole, benzoxazole, benzothiazole and N-methylbenzimida-zole and of their 2-N,N-dimethylamino derivatives are reported. The spectra were recorded in acetone-water solution. The chemical shifts of these molecules are compared with those of the corresponding cations obtained by N-protonation and N-methylation of the neutral molecules. The carbon atoms C-4, C-5, C-6 and C-4a show a qualitatively identical behaviour, moving to higher field when the cations are formed from the benzazoles examined, but a different behaviour is found for C-2, C-7 and C-7a, which depends on the heterocyclic ring, on the presence of the substituent in position 2 and on the type of cation formed (N-protonation and N-methylation cause different effects). The conversion of benzazoles into the corresponding cations causes all 1H chemical shifts to move to lower field.
Additional Material:
8 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260240505
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