Synthesis and characterization of [1,4-bis(α,β-galactopyranos-6-yl)phthalocyaninato]zinc(II)

Abstract

Herein we present the synthesis and full characterization of the water-soluble [1,4-bis(α,β-galactopyranos-6-yl)phthalocyaninato]zinc(II) (8). For a cross-condensation with phthalonitrile in presence of zinc bromide, bisglycosylated phthalonitrile (5) has been synthesized by nucleophilic displacement of triflyl groups or fluorine atoms by acetonide protected galactose in the appropriated phthalonitriles 1 and 2. Furthermore we prepared 3,6-bis(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)phthalonitrile (5) starting from 2,3-dicyanohydroquinone and 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose using a Mitsunobu protocol. UV-vis spectra of 8 were measured in DMSO, water and PBS-buffer at different concentrations.