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Öğe The first example of calix[4]pyrrole functionalized vic-dioxime ligand: Synthesis, characterization, spectroscopic studies and redox properties of the mononuclear transition metal complexes(ELSEVIER SCIENCE SA, 2010) Taner, Bilge; Deveci, Pervin; Bereket, Soner; Solak, Ali Osman; Ozcan, EmineNovel calix[4] pyrrole bearing vic-dioxime ligand (LH2) of the general formula, R1R2C2N2O2H2 (where, R-1 = C6H5- and R-2 = C39H50N5-) has been synthesized by the reaction of anti-chlorophenylglyoxime with 3-aminophenylcalix[4] pyrrole at room temperature. The mononuclear Cu(II), Ni(II) and Co(II) complexes of this vic-dioxime ligand were prepared and their structures were confirmed by elemental analysis, FT-IR, TGA and magnetic susceptibility measurements; the HMBC, DEPT, H-1 and C-13 NMR spectra of the LH2 ligand were also reported. The electrochemical property of the complexes was investigated in DMSO by cyclic voltammetry at 200 mV s (1) scan rate. The cyclic voltammetric measurements clearly indicated that Co(LH)(2)center dot 2H(2)O complex differs from the Ni(LH)(2) and Cu(LH)(2) complexes upon the exhibition of quasi-reversible one-electron transfer reduction process in the negative region instead of an irreversible process. (C) 2010 Elsevier B. V. All rights reserved.Öğe Fluorogenic ferrocenyl Schiff base for Zn2+ and Cd2+ detection(SPRINGER, 2017) Findik, Mukerrem; Ucar, Asuman; Bingol, Haluk; Guler, Ersin; Ozcan, EmineA novel sensor based on acetylferrocene-containing Schiff base (ASB) was synthesized by reaction of alpha-chloroacetylferrocene and N-(salicylidene)-l-valinmethylester. The structure of the compound was characterized by using elemental analysis and Fourier-transform infrared (FT-IR), H-1 nuclear magnetic resonance (NMR), and C-13 NMR spectroscopy. Its metal-cation-sensing properties were investigated spectrofluorometrically. ASB served as selective chemosensor for Zn2+ and Cd2+ towards alkali, alkaline-earth, and various heavy-metal ions. It showed significant fluorescence enhancement for Zn2+ and Cd2+ ions, stemming from C=N isomerization and chelation-enhanced fluorescence. The binding modes of the complexes were determined to have 1:1 complexation stoichiometry, and the binding constants were calculated as (6.93 +/- 0.25) x 10(6) M-1 for ASB center dot Zn (2+) and (7.49 +/- 0.18) x 10(5) M-1 for ASB center dot Cd (2+) using the nonlinear curve-fitting method.Öğe Liquid-Liquid Extraction of Transition Metal Cations by Glyoximes and Their Macrocyclic Glyoxime Ether Derivatives(HINDAWI PUBLISHING CORPORATION, 2013) Karapinar, Nazan; Karapinar, Emin; Ozcan, EmineLiquid-liquid extraction of various alkalis (Li+, Na+, K+, and Cs+), transition metals (Co2+, Ni2+, Cu2+, Zn2+, Cd2+, and Hg2+), and Pb2+ cations with phenylglyoxime (L1), p-tolylglyoxime (L2), N'-(4'-Benzo[15-crown-5]) phenylaminoglyoxime (L3), and N'-(4'-Benzo[15-crown-5])-p-tolylaminoglyoxime (L4) from the aqueous phase into the organic phase was carried out. For comparison, the corresponding two glyoximes and theirmacrocyclic glyoxime ether derivatives were also examined. Crown ether groups having ligands (L3, L4) carry especially Na+ cation from aqueous phase to organic phase. The extraction equilibrium constants (K-ex) for complexes of ligands with Cu2+ and Hg2+ metal picrates between dichloromethane and water have been determined at 25 degrees C. The values of the extraction constants (log K-ex) were determined to be 12.27, 13.37, 12.94, and 12.39 for Cu2+ and 10.29, 10.62, 11.53, and 11.97 for Hg2+ with L1-L4, respectively.Öğe New supramolecular compounds: the complexes of nickel(II), copper(II), cobalt(II), cadmium(II) and zinc(II) with anti- [N-(4-aminophenyl)aza-15-crown-5]-4-(phenoxy)phenylglyoxime ligand(SPRINGER, 2015) Ozpinar, Kursat; Deveci, Pervin; Kilinc, Merve; Ozcan, Emine; Karaman, Burcu Dilyuz; Karaarslan, Havva; Taner, BilgeA new vic-dioxime ligand (1), bearing pendant an azacrown ether moiety and its soluble mononuclear cadmium(II), zinc(II), nickel(II), copper(II) and cobalt(II) complexes were obtained with the metal: ligand ratios of 1: 2 and 1:1. The structures of the ligand and its complexes were verified using Fourier transform infrared (FT-IR), ultraviolet-visible (UV-Vis), mass spectrometry (MS), H-1 and C-13 NMR techniques. More detailed information about the structure of the 1 was provided by the two-dimensional (2D) heteronuclear single quantum coherence and heteronuclear multiple bond correlation techniques. The complexation properties of the ligand 1 were studied in the presence of different cations such as Pb2+, Zn2+, Cu2+, Cr3+, Hg2+, Zn2+, Fe3+ and Al3+ by UV-Vis spectroscopy and H-1 NMR titration methods. All experimental results indicated that the new ligand acts as a selective compound only for Hg+2 cation. The redox behaviour of the complexes, were investigated by cyclic voltammetry at the glassy carbon electrode in 0.1 M tetrabutylamoniumtetrafluoroborate in dimethyl sulfoxide.Öğe A novel vic-dioxime ligand and its Ni(II), Cu(II) and Co(II) complexes containing calix[4]pyrrole moiety: synthesis, characterization and redox properties(SPRINGER, 2012) Taner, Bilge; Deveci, Pervin; Ozcan, Emine; Solak, Ali OsmanA new calix[4]pyrrole functionalized vic-dioxime, 3-(4-methyl-9,9,14,14,19,19-hexaethylcalix[4]pyrrole)benzoaminoglyoxime (LH2) was synthesized from anti-chloroglyoxime and 3-aminophenyl-calix[4]pyrrole at room temperature. The mononuclear complexes {nickel(II), copper(II) and cobalt(II)} of this vic-dioxime ligand were prepared and their structures were confirmed by elemental analysis, IR and UV-Vis spectrophotometry, magnetic susceptibility; the MS, H-1 and C-13 NMR spectra of the LH2 ligand and its Ni(II) complex were also recorded. The experimental results indicated that the ligand:metal ratio was 2:1 in the cases of Ni(II), Cu(II) and Co(II) complexes as is with most vic-dioximes. Electrochemical properties of the ligand, and its complexes were investigated in DMSO solution by cyclic voltammetry at 200 mV s(-1) scan rate.Öğe Organometallic chiral Schiff base for enantio-selective fluorescent recognition of methionine(SPRINGER INTERNATIONAL PUBLISHING AG, 2017) Ucar, Asuman; Findik, Mukerrem; Bingol, Haluk; Guler, Ersin; Ozcan, EmineHerein, the synthesis and characterization of a novel chiral Schiff bases derived from ferrocene, coded as 3, have been reported. The sensing behavior of the synthesized compound has been examined towards the enantiomers of some amino acids (methionine, alanine, serine, histidine, and threonine) by spectrofluorimetric method. The fluorescence response of compound 3 showed noticeable enhancement upon addition of d-methionine compared to l-methionine and kept nearly linear correlation with the concentration of d-methionine. The value of enantiomeric fluorescence difference ratio (ef) has been determined to be 1.54 when d - and l- methionine amount is 100 times more than compound 3. The results showed that the compound 3 can be used as a sensor for enantio-selective recognition of d-methionine.Öğe Synthesis and complexation of two new phenylaminoglyoxime ligands(TAYLOR & FRANCIS LTD, 2008) Deveci, Pervin; Ozcan, Emine; Taner, Bilge; Arslan, OemerTwo new soluble phenylaminoglyoxime ligands, 4-isopropylanilinephenylglyoxime ((LH2)-H-1), 4-benzylpiperidinephenylglyoxime ((LH2)-H-2), were prepared by reacting 4-isopropylaniline and 4-benzylpiperidine with chlorophenylglyoxime. Mononuclear nickel(II), cobalt(II), copper(II), zinc(II), and cadmium(II) complexes with these ligands were synthesized. On the basis of the magnetic and spectral evidence a square-planar geometry for Ni(II) and Cu(II) complexes, a tedrahedral geometry for Cd(II) and Zn(II) complexes and octahedral geometry for Co(II) complexes are proposed. These compounds were elucidated by elemental analysis, IR, UV-Vis, and magnetic moments. The ligands were additionally characterized by H-1 NMR and C-13 NMR spectra.Öğe Synthesis and structural and electrochemical characterization of novel macrocyclic vic-dioxime ligand and its mononuclear transition and nontransition metal complexes(SCIENTIFIC TECHNICAL RESEARCH COUNCIL TURKEY-TUBITAK, 2012) Deveci, Pervin; Taner, Bilge; Kilic, Zeynel; Solak, Ali Osman; Ozcan, EmineThe reaction of N-(4-aminophenyl)aza-15-crown-5 (1) with anti-chlorophenylglyoxime (2) produces a novel azacrown ether containing vic-dioxime, N-(4-aminophenyl)aza-15-crown-5-phenylglyoxime (LH2). LH2 reacts with Ni(II), Cu(II), Co(II), Cd(II), and Zn(II) ions to yield the mononuclear transition and nontransition metal complexes [M(LH)(2)] (M = Ni and Cu), [M(LH)(2) (H2O)(2)] (M = Co), and [M(LH)(H2O) (Cl)] (M = Cd and Zn). The structural features of LH2 were studied using several techniques including elemental analysis. Fourier transform infrared spectroscopy (FT-IR,), ultraviolet visible (UV-Vis), mass spectrometry (MS), 1-dimensional (1D) H-1-NMR and (CNMR)-C-13, distortionless enhancement by polarization transfer (DEPT) 2-dimensional (2D) heteronuclear single-quantum coherence (HSQC), and heteronuclear multiple-bond correlation (HMBC) techniques. The structures of the complexes were confirmed by elemental analyses and with the use of magnetic susceptibility measurements, MS, UV-Vis, FT-IR, H-1-NMR and C-13-NMR techniques. The redox behaviors of the ligand and its Complexes were verified with cyclic voltammetry (CV) at a. glassy carbon (GC) electrode in 0.1 M tetrabutylammoniumtetrafluoroborate (TBATFB) in dimethyl sulfoxide (DMSO).Öğe Synthesis of some azacrown derivatives and fabrication of their nanofilms on the glassy carbon surface(SPRINGER, 2012) Deveci, Pervin; Taner, Bilge; Ustundag, Zafer; Kilic, Zeynel; Solak, Ali Osman; Ozcan, EmineThe modification of N-phenyl-aza-15-crown-5 (PA15C5) and N-(4-aminophenyl)-aza-15-crown-5 (4APA15C5) on glassy carbon (GC) electrode was performed by the electrochemical oxidation of the corresponding azacrown derivatives in anhydrous acetonitrile media. The electrochemical behavior of the resulting modified GC electrode was investigated in the presence of electroactive redox probes and these results, together with the X-ray photoelectron spectroscopy (XPS) and reflection-absorption infrared spectroscopy were used to confirm the attachment of these molecules onto the GC surface. The ellipsometric thicknesses of PA15C5 and 4APA15C5 films at the GC surface was obtained around 9.28 +/- 0.40 and 10.50 +/- 1.10 nm, respectively. Azacrown modified nanoscale surfaces serve as alkali metal sensor specific for their cavity in the crown ring.Öğe Synthesis, characterization and extraction properties of four unsymmetrical vic-dioximes and their complexes with nickel(II), cobalt(II) and copper(II)(TAYLOR & FRANCIS INC, 2007) Karapinar, Emin; Karapinar, Nazan; Ozcan, Emine; Coskun, AhmetFour new unsymmetrical vic-dioximes: [(LH2)-H-1] N-(4-acetanilidyl) amino-amphi-glyoxime, [(LH2)-H-2] N-(4-acetanilidyl) amino-anti-glyoxime, [(LH2)-H-3] N-(2-thiazolyl) amino-amphi-glyoxime and [(LH2)-H-4] N-(2-thiazolyl) amino-anti-glyoxime were prepared by the reaction of amphi-chloroglyoxime and anti-chloroglyoxime with 4-aminoacetanilide and 2-aminothiazol in absolute ethanol. The preparation Ni(II), Co(II), and Cu(II) complexes of the amphi-and anti-isomers of these ligands are described. The ligands and their complexes were characterized by elemental analyses, IR, mass, H-1 and C-13 NMR spectra and magnetic susceptibility measurements. Ligands complexing properties were studied by the liquid-liquid extraction of selected alkali (Li+, Na+, K+, Cs+) and transition metals (Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, Pb2+). It has been observed that all ligands show a high affinity to Cu2+ and Hg2+ ions, where as almost no affinity to alkali metals. The extraction equilibrium constants (Kex) for complexes of ligands with Cu2+ and Hg2+ metal picrates between dichloromethane and water have been determined at 25 degrees C.Öğe Synthesis, electrochemical and structural characterization of novel azacrown ether containing macrocyclic redox-active vic-dioxime ligand and its mononuclear transition metal complexes: Application of DEPT, HSQC, HMBC-NMR and cyclic voltammetry(PERGAMON-ELSEVIER SCIENCE LTD, 2011) Deveci, Pervin; Taner, Bilge; Kilic, Zeynel; Solak, Ali Osman; Arslan, Ugur; Ozcan, EmineThis paper presents a new azacrown containing vic-dioxime: anti-N-(4-aminophenyl)aza-15-crown-5-glyoxime (LH2), and its mononuclear nickel(II), copper(II), cobalt(II), cadmium(II) and zinc(II) complexes. The azacrown moieties appended at the periphery of the oxime provide solubility for the vic-dioxime ligand and complexes in common organic solvents. The mononuclear M(LH)(2) (M = Ni and Cu), M(LH)(2)(H2O)(2) (M = Co) and [M(LH)(H2O)(Cl)] (M = Cd and Zn) complexes have been obtained with the metal:ligand ratios of 1:2 and 1:1. The structure of the ligand is confirmed by elemental analysis, Fourier transform infrared (FT-IR), ultraviolet-visible (UV-Vis), mass spectrometry (MS), one-dimensional (1D) H-1, C-13 NMR, distortionless enhancement by polarization transfer (DEPT) and two-dimensional (2D) heteronuclear single quantum coherence (HSQC) and heteronuclear multiple bond correlation (HMBC) techniques. The structures of the complexes are confirmed by elemental analyses, MS, UV-Vis, FT-IR and H-1, C-13 NMR techniques. Redox behaviors of the ligand and its complexes have been investigated by cyclic voltammetry at the glassy carbon electrode in 0.1 M TBATFB in DMSO. The antibacterial activity was studied against Staphylococcus aureus ATCC 29213, Streptococcus mutans RSHM 676. Enterococcus faecalis ATCC 29212, Lactobacillus acidophilus RSHM 06029, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853. The antimicrobial test results indicate that all the complexes have low levels of antibacterial activity against both Gram negative and Gram positive bacterial species. (C) 2011 Elsevier Ltd. All rights reserved.Öğe Thermal Degradation Behaviour of Ni(II) Complex of 3,4-Methylenedioxaphenylaminoglyoxime(HINDAWI PUBLISHING CORPORATION, 2013) Karapinar, Emin; Gubbuk, Ilkay Hilal; Taner, Bilge; Deveci, Pervin; Ozcan, EmineThermal degradation behaviour of the Ni(II) complex of 3,4-methylenedioxaphenylaminoglyoxime was investigated by TG, DTA, and DTG at a heating rate of 10 degrees C min(-1) under dinitrogen. The acquired experimental data shows that the complex is thermally stable up to 541 K. The pyrolytic decomposition process occurs by melting metal complex and metal oxide remains as final product. The energies of the reactions involved and the mechanism of decomposition at each stage have been examined. The values of kinetic parameters such as activation energy (E), preexponential factor (A) and thermodynamic parameters such as enthalpy (Delta H), entropy (Delta S), and Gibbs free energy (Delta G) are also evaluated.
