Synthesis and self-assembly of phthalocyanines bearing sulfur-containing substituents

Asymmetrically substituted phthalocyanines with sulfur-containing substituents for fabrication of self-assembled monolayers were synthesized. Phthalocyanine 7, bearing a disulfide group, was synthesized from phthalocyanine with a hydroxyl group, which was prepared via mixed condensation of the corresponding substituted phthalonitriles. Phthalocyanine 10, bearing an acetyl protected thiol group, was synthesized through the Pd-catalyzed coupling reaction of an iodophthalocyanine. Their self-assembling behavior on gold substrates was further studied by UV-vis spectroscopy.