M. Salih Ağırtaş

Synthesis, characterization, and electrochemical and electrical properties of novel mono and ball-type metallophthalocyanines with four 9,9-bis(4-hydroxyphenyl)fluorene

The new mono-nuclear 4-5 and ball-type homo-dinuclear 6 phthalocyanines have been synthesized from the corresponding phthalodinitrile derivative 3. The synthesized compounds have been characterized by elemental analysis, UV-vis, IR,(1)H-NMR and MALDI-TOF-mass spectroscopies. The redox behaviours of the complexes were identified by cyclic voltammetry and square wave voltammetry. The temperature dependence of the electronic properties of compounds and adsorption of SO(2) on thin film of 6 were investigated by conductivity measurements using an interdigital transducer structure on glass substrate. Dc conductivity, measured between 300-475 K, is thermally activated with the activation energy ranging between 0.67 and 0.90 eV. The ac conductivity is found to vary with frequency, ω, as ω(s) in which the frequency exponent s decreases with temperature suggesting a hopping conduction mechanism for all compounds. The SO(2) sensing result showed that the spin coated film of 6 exhibits very good SO(2) sensing properties, fast response and recovery rate, high sensitivity and good repeatability.

Synthesis of some metallophthalocyanines with dimethyl 5-(phenoxy)-isophthalate substituents and evaluation of their antioxidant-antibacterial activities.

The synthesis, characterization, spectral, antioxidant and antibacterial properties of dimethyl 5-(phenoxy)-isophthalate substituted Zinc, Cobalt, Copper, and Nickel phthalocyanines are reported. The novel compounds have been characterized by using electronic absorption, nuclear magnetic resonance spectroscopy, infrared, elemental analysis and mass spectrometry. The antioxidant and antibacterial activities of newly synthesized phthalocyanines and its starting material are tested. The DPPH free radical scavenging ability of phthalocyanine Co(II) and Zn(II) complexes on DPPH are 44.8% and 40.1% at 100 mg/L concentration, respectively. The phthalocyanine Co(II) and Cu(II) complexes show very strong ferrous ion chelating activity of 91.2% and 89.3% at concentration of 100 mg/L, respectively. Compound 3 displays strong reducing power like α-tocopherol. Antibacterial activities of phthalocyanine Co(II) and Amikacin (30 μg/disk) against Micrococcus luteus (ATCC 9341) are 16 mm in diameter.

Synthesis, Characterization, and Theoretical Studies on Some Metallophthalocyanines With Octakis Phenoxyacetamide Substituents

The synthesis of substituted metallophthalocyanines bearing phenoxyacetamide moieties was achieved by cyclotetramerization of 1,2-bis(phenoxyacetamide)-4,5-dicyanobenzene in the presence of metal (Zn (4), Mg (5), Ni (6)) salts. These compounds were purified by several techniques such as crystallization, column chromatography, and wash with different solvents. The new compounds were characterized by elemental analysis, IR, 1H-NMR, and UV-Vis spectral data. The ground-state geometries of the complexes were optimized using density functional theory (DFT) methods at B3LYP/6-31G (d, p) level. The results of thermal analysis of novel phthalocyanines 4–6 have also been reported herein.

Designing of New Thermo Stabile Phthalocyanines: Synthesis, Characterization, and Thermal Studies

In this study, new phthalonitrile and phthalocyanines were synthesized and characterized. Starting material compound 3 was obtained by reaction of ninhydrin with 4-nitrophthalonitrile. Phthalocyanines 4–8 were prepared by reaction 4-(2-phenoxy-1, 3-dioxo-2, 3-dihydro-1H-inden-2-yloxy) phthalonitrile with corresponding metal salts. Compound 9 was obtained by reaction of phthaocyanine 4 with NaOH. This compound is soluble in water as sodium salts. Thermal properties of compounds 3–8 were investigated by TG and DTA. Thermal stabilities of compounds 4–8 are also reported. The novel compounds were characterized by elemental analysis, FTIR, 1H-NMR, and UV-VIS spectral data.

DNA cleavage properties and synthesis of metallophthalocyanines with 5-methyl-[1, 2, 4] triazolo [1, 5-a] pyrimidin-7-oxy substituents

ABSTRACT The aim of the present study is to perform synthesis of novel metallophthalocyanines (pcs) with high solubility. The synthesis and characterization of 5-methyl-[1, 2, 4] triazolo [1, 5-a] pyrimidin-7-yloxy-substituted zinc, magnesium, and cobalt pcs are reported. These compounds have been characterized using electronic absorption, nuclear magnetic resonance spectroscopy, infrared, elemental analysis and mass spectra. The aggregation investigations carried out in different concentrations indicate that 5-methyl-[1, 2, 4] triazolo [1, 5-a] pyrimidin-7-yloxy-substituted pc complexes do not have any aggregation behavior for the concentration range of 1 × 10−5−1 × 10−6 M in THF. DPPH radical scavenging activity, metal chelating activity, and reducing power of the compounds were evaluated. The DNA gel electrophoresis studies revealed that new phthalonitrile and its metallophthalocyanine compounds cleavaged plasmid DNA (pBR322). Additionally, the ground-state geometries of the complexes were optimized using density functional theory methods at B3LYP/6-31G (d, p) level in order to obtain information about the 3D geometries and electronic structure.

Novel Cobalt(II), Zinc(II) Phthalocyanines Bearing Discrete Substituents: Synthesis, Characterization, Aggregation Behavior, Electrochemical Properties, and Antioxidant Activity

A new phthalonitrile derivative bearing 3,4,5-trimethoxy- benzyloxy and chloro-substituents at peripheral position was prepared by a nucleophilic displacement reaction. Cyclotetramerization of phthalonitrile derivative in dimethylsulfoxide (DMSO) gave the metallophthalocyanines. Novel Co(II), Zn(II) phthalocyanines (Pcs) were obtained from the reaction 4-[(3,4,5-trimethoxybenzyloxy]-5-chlorophthalonitrile and metal salts. The novel compounds have been characterized by using elemental analysis, UV-Vis, FTIR, 1H-NMR spectral data. The aggregation behaviors of Co(II), Zn(II) Pcs were also investigated. These metallophthalocyanines do not show any aggregation behavior between 1.2 × 10−5 and 4.0 × 10−6 M concentration range in DMF. The antioxidant activities of Pcs were investigated antioxidant assays such as free radical scavenging ability of 1,1-diphenyl-2-picryl-hydrazyl (DPPH) and ferrous ion chelating ability. Furthermore, the redox properties of the Pcs complexes were investigated by using cyclic voltammetry.