Collect. Czech. Chem. Commun. 1990, 55, 460-468

Benzamidinium benzoates

Jiří Krechl, Svatava Smrčková and Josef Kuthan

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


Various p-substituted benzamidinium benzoates (III), and benzamidinium p(m)-substituted benzoates (IV) were prepared and the nature of the amidinium - carboxylate interactions was examined by 1H and 13C NMR spectra. Based on the simple semiempirical quantum-chemical EHT method a presumption was made that the mutual influence between both counter-partners is substantially stronger compared to similar aliphatic compounds. The spectroscopic data are consistent with this presumption and exhibit good correlation between chemical shifts and Hammett's σ values.