Zinc complexes of meso-phenyltetrabenzoazaporphyrins were prepared by the reaction of isoindoline-1,3-diimine with phenylacetic acid in the presence of zinc oxide. Treatment of the products with sulfuric acid gave metal-free compounds.Tetrabenzoazaporphyrins occupy an intermediate place between tetrabenzophorphyrin and phthalocyanine. These compounds present a theoretical interest and can be applied as, for example, phototransducers [1].Previously we showed that template condensation of isoindoline-1,3-diimine (I) with phenylacetic acid ÄÄÄÄÄÄÄÄÄÄÄÄ in the presence of magnesium oxide gives rise to magnesium complexes of meso-phenyltetrabenzoazaporphyrins [2]. The present work is a continuation of the research into synthesis and spectral properties of meso-phenyltetrabenzoazaporphyrins and their zinc complexes. Zinc meso-phenyltetrabenzoazaporphyrins II3V were synthesized by the reaction of compound I with phenylacetic acid in the presence of zinc oxide by the following scheme.
In order to study the influence of molecular structure peculiarities on supramolecular organization and properties in the bulk and thin films of discotic mesogens six new mix-substituted phthalocyanine derivatives with 3,6-dioctyloxyphthalonitrile and 3,4,5,6-tetrachlorophthalonitrile fragments were synthesized. Temperatures of phase transitions, types of mesophase and their dependence on molecule structure, chemical nature, position and ratio of different substituents as well as presence of holmium in the metal complexes were analyzed. The behavior of the studied molecules on the boundary between water and air was investigated and the peculiarity of supramolecular organization in floating layers as well as in thin films was determined. Quenching of luminescence in solutions of the studied compounds in the presence of fullerene C 60 was determined, thus giving prospects for application of these compounds as sensors for fullerene microquantities.
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