New soluble porphyrazine derivatives containing electron-rich substituents

Hydroxypropylsulfanyl groups of metal-free and metallo-porphyrazines (M=2H, Mg, Cu, Zn, or Co) have been prepared by the esterification with a carboxylate such as 1-naphthoic acid. The symmetrically functionalized porphyrazines with eight ester units were soluble in common organic solvents such as CHCl3, CH2Cl2, tetrahydrofuran, acetone, and toluene and insoluble in water and n-hexane. The compounds have been characterized by FT-IR, UVVis, mass, H-1, C-13 NMR, and elemental analysis.