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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 29, Number 11
BKCSDE 29(11)
November 20, 2008 

Substituent Chemical Shifts of 2-Aryl Derivatives of Benzimidazole, Benzimidazolium Ion, and Benzimidazoline
Chang Kiu Lee*, In Sook Han Lee
Substituent chemical shifts, Hammett correlation, Benzimidazole derivatives
NMR spectra of a series of 2-arylbenzimidazoles, 2-aryl-1,3-dimethylbenzimidazolium iodides, and 2-aryl- 1,3-dimethylbenzimidazolines were examined by correlating 1H and 13C chemical shift values with the Hammett substituent constants σ. The signals corresponding to C-2 of the imidazole ring show good correlation with the largest ρ values in each series. The ρ values for C-2 of the benzimidazoles and the benzimidazolium ions were very close, but that of the benzimidazoline was about a half of the former series.
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