Abstract
A new generation of soluble metallophthalocyanine derivatives ( 5a, 5b, 6a, 6b, 7b, 8b and 8b·2KSCN) bearing four 14-membered [1,4,8,11] dioxadiaza macrocycles, 14-membered [1,4,8,11] diazadithia-macrocycles or 14-membered [1,4,8,11] diazadithia-macrocycles fused to a 15-membered crown-ether have been prepared by cyclotetramerization of the newly synthesized dicyano macrocycle ( 3a, 3b and 4b) in the presence of appropriate metal salts in non-aqueous solvents. The N-tosylated derivatives are extensively soluble in apolar solvents. The interaction of the alkaline metal salts with the crown-ether groups of the complex 8b resulted in products of less solubility. Elemental analysis results and IR, UV–Vis, 1H NMR, mass spectral data on the newly synthesized intermediates and all phthalocyanines are in accordance with the proposed structures.
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