Synthesis of a novel phthalocyanine containing mixed-donor macrocycles and its metal-ion binding properties

This study describes the synthesis of a metal-free phthalocyanine and metallophthalocyanines peripherally substituted by macrocycles of 18-membered with mixed donor atom sets. The spectroscopic and metal ion binding properties of macrocyclic ligand and its phthalocyanine derivatives have been examined. For these purposes, electronic absorption properties for metal-free phthalocyanines and metallophthalocyanines were studied in dimethylformamide and tetrahydrofuran. The liquid-liquid extraction of metal picrates such as Ag(I), Hg(II), Cd(II), Zn(II), Cu(II), Ni(II), Pb(II) and Co(II) from aqueous phase to the organic phase was carried out using macrocyclic ligand and metallophthalocyanines. All new compounds were characterized by a combination of elemental analysis and 1H NMR, 13C NMR, IR, UV-Vis and MS spectral data.