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Herein, we present a convenient approach to the synthesis of iodo-phthalonitrile, respective phthalocyanine as well as its ligand and sandwich-type bisphthalocyanines. One-pot reaction for phthalonitrile iodine is carried out in acetonitrile-water solution with product isolation that does not require column chromatography. Tetramerization of zinc tetra-iodo-phthalocyanine takes place in solvent-free media. Polyphosphoric acid as a demetallizing agent does not lead to oxidation or destruction of the initial metal complex. As a result, the resulting ligand extends the synthetic boundaries for wide range of derivatives. For example, relatively high yields of double-decker complexes were achieved based on the ligand 3 (60-70%). As a result of the cross-coupling reaction, complex 7 was obtained. Target bisphthalocyanine complex bearing acetylene moieties can be further used for the Huisgen 1,3-dipolar cycloaddition to a wide range of azides.
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