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Synthesis and characterization of new metal-free and phthalocyanine nickel(II) complex containing macrocyclic moieties

Kantekin, Halit
Rakap, Murat
Gok, Yasar
Sahinbas, Halil Zeki
A new metal-free and metallophthalocyanine carrying four 1, 1'-biphenyl crown ether units on peripheral positions have been synthesized. Metal-free phthalocyanine was prepared by the reaction of 2,3-(4',5'-dicyanobenzo)-11,12:13,14-di(1',2'-biphenyl)-1,4,7,10,15,18-hexaoxacycloeicosa-2,11,13-triene with dry 2-(N,N-dimethylamino)ethanol under reflux. Metal derivative of phthalocyanine was also synthesized by the anhydrous NiCl2 and metal-free phthalocyanine in dry quinoline under reflux. The target symmetrical phthalocyanines were separated by column chromatography and characterized by elemental analysis, H-1, C-13 NMR, IR, UV-visible and FAB mass spectroscopies.