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New tetra-cobaltacarborane modified zinc, cobalt and manganese phthalocyanine complexes have been synthesized via nucleophilic attack of the reference hydroxylated phthalocyanines to the oxonium adduct of cobalt bis(dicarbollide). The compounds were characterized by elemental analysis, FT-IR, 1 H NMR, 11 B NMR, UV–vis and mass spectroscopic data. Photophysical properties of zinc phthalocyanine 6 suggest that it may have potential application as dual sensitizers in the PDT and BNCT treatment of tumors. The electrochemical, in situ spectroelectrochemical and electrocolorimetric properties of these phthalocyanine conjugates were investigated together with reference phthalocyanines. In the case of electroactive Co- and Mn-phthalocyanine with cobaltacarborane substituents, in addition to ring based reduction, metal based reductions in both phthalocyanine core and cobaltocarborane units have been clearly identified. [ABSTRACT FROM AUTHOR]

Phthalonitriles and metal-free phthalocyanines substituted with 2,3-dihydroxypropoxy and [2,3,5,6-tetrafluoro-4-(2,3-dihydroxypropoxy)]benzyloxy groups were synthesized. Their complexes with phenylboronic acid were prepared in THF at reflux in the presence of molecular sieves. The new compounds were characterized by using elemental analyses, FT-IR, UV–vis, 1 H NMR, 19 F NMR, 11 B NMR, and MALDI-TOF MS spectral data. Aggregation tendency of phthalocyanine complexes in relation to their concentrations were investigated by changes in their absorption spectra. Furthermore, photophysical and photochemical properties of metal-free phthalocyanines were investigated in ethanol and dichloromethane. The fluorescence quenching properties of synthesized phthalocyanines were investigated using 1,4-benzoquinone in dichloromethane. [ABSTRACT FROM AUTHOR]

Novel hexadeca-substituted metallophthalocyanines (M = Cu, Ni, In) carrying eight hexyloxy groups on non-peripheral positions together with four chloro and four p -sulphonylphenoxy groups on peripheral positions have been synthesized by using microwave irradiation. All newly synthesized amphiphilic phthalocyanine complexes have been characterized by using elemental analysis, Fourier transform infrared spectroscopy, proton nuclear magnetic resonance, mass and UV–vis spectroscopy techniques. The electrochemical behavior of the phthalocyanines was investigated by cyclic voltammetry and square wave voltammetry on a platinum-working electrode. While all complexes gave common phthalocyanine ring-based electron transfer processes, changing the metal center especially affected the aggregation and chemical stabilities of the complexes during the redox reactions. Aggregation tendency of copper phthalocyanine was also studied in methanol and no aggregation was observed in the concentration range from 2 × 10 −6 to 12 × 10 −6 mol dm −3 . [ABSTRACT FROM AUTHOR]