Abstract
Singly, doubly, and triply protonated forms of tetra- and octacarboxy (phthalocyaninato)copper(II) derivatives were identified and characterized by electronic absorption spectra and PM3 quantum chemical calculations. Molecules of carboxy-substituted phthalocyanine copper(II) complexes have a distorted nonplanar structure with specific charge distribution over meso-nitrogen atoms. Singly, doubly, and triply protonated complexes at the meso-nitrogen atoms and carboxy groups exist as mixtures of isomers, which is reflected in splitting of the Q band in the electronic absorption spectra and reduction of its symmetry. The formation of bifurcated hydrogen bonds O ... H+ ... Nmeso and O ... H+ ... O between the neighboring substituents was revealed.
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