Synthesis and characterization of novel phthalocyanines peripherally fused to four 20-membered tetraaza-dioxamacro cycles

Abstract

New metal-free 3 and metallophthalocyanines 4–5 (M = Ni or Zn) substituted with four 20-membered tetraaza-dioxa macrocycles from 21,22-dicyano-2,8,11,17-tetra-(toluene-p-sulfony)-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18-octadecahydrox[ l] [2,8,11,17]tetraaza [4,13]dioxadicontine ( 2) are described. Cyclotetramerization of the substituted phthalonitrile ( 2) leads to a product very soluble in common organic solvents. The characterization of the compounds was accomplished by elemental analysis, 1H, 13C NMR, IR, UV-vis and MS spectral data.