Synthesis and characterization of metal-free and metallophthalocyanines containing four 17-membered dioxa-triaza macrocycles

Abstract

The synthesis and characterization of novel metal-free (8) and metal-containing (Cu, Ni or Co, 6, 9, 10) derivatives of a symmetrically tetrasubstituted phthalocyanine derived from 17,18-dicyano-4,8,12-tri(toluene-p-sulfonyl)-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15-pentadecahydrobenzo[1.15]dioxa[4.8.12]tetraazacycloheptadecine (7), which was synthesized in a multi-step reaction sequence, have been described. The N-tosylated derivatives are highly soluble in common organic solvents. The new compounds have been characterized by elemental analyses, 1H and 13C NMR, IR, UV/VIS and MS spectral data.