Facile synthesis, characterization and property comparisons of tetraaminometallophthylocyanines with and without intramolecular hydrogen bonds

Teraaminometallophthylocyanines (TAMPcs) 3a1-3a4 and 3b1-3b4 were prepared, in two steps, from 3-nitro-phthalic anhydride and 4-nitro-o-phenyleneimine, respectively. Although simple methods were employed without using chromatographic fractionation, purer products with higher yields were obtained. Synthesized compounds were characterized by MS, 1H NMR, UV-VIS and IR. Characterization results showed that 3a1-3a4 contained intramolecular hydrogen bonds, while 3b1-3b4 did not contain intramolecular hydrogen bonds. Property comparisons between 3a1-3a4 and 3b1-3b4 are presented in this paper.