Synthesis and Electrochemistry of Soluble Phthalocyanine Complexes Containing Four Peripheral Dihexyl and Dihexylhexylmalonate Residues |
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Authors: | Mehmet Kandaz Ali R Özkaya Özer Bekaroğlu |
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Institution: | Department of Chemistry, Sakarya University, TR-54100 Adapazar?, Sakarya, Turkey, TR Department of Chemistry, Marmara University, TR-81040 Kad?k?y, Istanbul, Turkey, TR Department of Chemistry, Technical University of Istanbul, TR-80626, Maslak, Istanbul, Turkey, TR
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Abstract: | Summary. Tetrasubstituted phthalocyanines bearing four dihexylmalonate or dihexylhexylmalonate residues on the periphery (MPc(CH(COOC6H13)2)4] or MPc(C(COOC6H13)2 C6H13)4]; M = Pd(II), Cu(II), Co(II)) were synthesized from the anhydrous metal salts and the corresponding phthalonitriles. The complexes
were only slightly soluble in polar solvents such as methanol and ethanol, but more soluble in less polar solvents such as
benzene, toluene, and even hexane. The spectroscopic properties of the complexes were affected strongly by the electron withdrawing
malonate units. Cyclic voltammetry on a platinum electrode in dichloromethane showed ligand-based one-electron transfers for
Cu and Pd compounds, whereas the Co complex displayed metal-based or/and ligand-based one-electron transfers depending on
the supporting electrolyte anion. The structures were confirmed by elemental analysis, 1H NMR, 13C NMR, IR, mass (EI and FAB), and UV/Vis spectroscopy.
Received November 24, 2000. Accepted (revised) January 2, 2001 |
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Keywords: | , ,Copper, Palladium, Cobalt, Phthalonitrile derivatives, Electrochemistry, |
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