Synthesis and Characterization of Novel Water-Soluble Tetra-Substituted Zn(II) Phthalocyanine Containing Triazole and Galactose Moieties

Abstract

In this study, new water-soluble non-peripheral tetra-substituted zinc complex of phthalocyanine which is contain galactose moieties was synthesized. ZnPc-I was prepared from the galactose substituted dicyano compound by the cyclotetramerization reaction. This dicyano compound was synthesized by Click reaction between 3-(pent-4-yn-1-yloxy)phthalonitrile and 6-azido-6-deoxy1,2:3,4-di-O-isopropylidene-α-D-galactopyranose. ZnPc-II was obtained by hydrolysis of the protected isopropylidene groups in ZnPc-I in TFA and water mixture. The galactose linked Zn(II) phthalocyanine was achieved to dissolve in common polar solvents and water. All of the new compounds were characterized by elemental analysis, 1H NMR, 13C NMR, IR, UV–vis and MS spectral data.