Collect. Czech. Chem. Commun. 1989, 54, 673-683

Simple amidinium carboxylates - An MO treatment of molecular geometry and electronic structure

Jiří Krechl, Stanislav Böhm, Svatava Smrčková and Josef Kuthan

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


Carboxylates of amidines (I, II), substituted guanidine (III) and iso(thio)ureas (IV, V) were prepared. Nonempirical quantum chemical treatment of the electronic structure of simple compounds I-V, based on total molecular geometry optimization, their preparation and physico-chemical data are reported. Interaction between the two amidinium nitrogens and carboxylate oxygens is mediated by hydrogen bonds and alternation of charge distribution.