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    The application of novel boron complexes in asymmetric transfer hydrogenation of aromatic ketones
    (Pergamon-Elsevier Science Ltd, 2015) Temel, Hamdi; Pasa, Salih; Aydemir, Murat
    Asymmetric transfer hydrogenation using iso-PrOH as a hydrogen source offers an attractive route for reducing simple unsymmetrical functionalized ketones to chiral alcohols. The combined use of organometallic and coordination chemistry has produced a number of new and powerful synthetic methods for important classes of compounds in general and for optically active substances in particular. For this aim, the (S,Z)-1-((1-hydroxy butane-2-yl imino)methyl)naphthalene-2-ol chiral ligand was chosen to obtain boron complexes. Boronic derivative compounds such as phenylboronic acid, 6-methoxynaphthalen-2-ylboronic acid, 4-methyl-3-nitrophenylboronic acid and 1,4-phenylenediboronic acid were applied to obtain complexation with chiral based ligands. The structures of these ligands and their complexes have been elucidated by a combination of multinuclear NMR spectroscopy, LC MS/MS, TGA/DTA, UV Vis., elemental analysis, XRD, SEM, and FTIR. These boron complexes have also been tested as catalysts in the enantioselective transfer hydrogenation of acetophenone derivatives to afford the corresponding product, (S)-1-phenylethanol with high conversions (up to 99%) and modest enantioselectivities (up to 70% ee). The substituents on the backbone of the ligands had a significant effect on both the activity and % ee. (C) 2015 Elsevier Ltd. All rights reserved.
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    BIOLOGICAL SURVEYING OF DIVERSE SCHIFF BASE COMPOUNDS: ANTIPROLIFERATIVE, ANTIRADICAL AND ENZYME INHIBITION ACTIVITY
    (Springer, 2019) Pasa, Salih; Tuneg, Muhammed; Boga, Mehmet
    Schiff base compounds (((1Z,1'Z)-(((ethane-1,2-diylbis(sulfanediyl))bis(2,1-phenylene))bis(azanylylidene)) bis(methanylylidene))bis(4,1-phenylene))diboronic acid (1), 1,1'-((1Z,1'Z)-([1,1'-biphenyl]-4,4'-diylbis(azanylylidene)) bis(methanylylidene))bis(naphthalen-2-ol) (2), 4,4'-((1Z, 1'Z)-([1,1'-biphenyl]-4,4'-diylbis(azanylylidene)) bis(methanylylidene))bis(2-methoxy phenol) (3), (N 4 Z, N 4'Z)-N 4, N 4'-bis(4-(dimethyl amino)benzylidene)-[1,1'-biphenyl]-4,4'-diamine (4), (E)-2-((2-hydroxybenzylidene)amino)terephthalic acid (5), and (E)-2-(((2-hydroxynaphthalen-1-yl)methylene)amino)terephthalic acid (6) have been synthesized. The structural identification was confirmed by spectroscopic techniques. The antiproliferative, antiradical, and enzyme activities were investigated in biological experiments. The obtained results showed that Schiff base compounds 1 - 6 exhibited meaningful features in various biological tests. A comparison of compound 1 (containing boron atom in the structure) to compounds 2 - 6 shows that the inclusion of boron in the Schiff base determines whether this would increase or not the efficiency in biological experiments. Hereby, compound 1 exhibited significantly different results in all applications.
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    Boron containing chiral Schiff bases: Synthesis and catalytic activity in asymmetric transfer hydrogenation (ATH) of ketones
    (Elsevier, 2020) Pasa, Salih; Arslan, Nevin; Meric, Nermin; Kayan, Cezmi; Bingul, Murat; Durap, Feyyaz; Aydemir, Murat
    Asymmetric Transfer Hydrogenation (ATH) has been an attractive way for the reduction of ketones to chiral alcohols. A great number of novel and valuable synthetic pathways have been achived by the combination usage of organometallic and coordination chemistry for the production of important class of compounds and particularly optically active molecules. For this aim, four boron containing Schiff bases were synthesized by the reaction of 4-formylphenylboronic acid with chiral amines. The boron containing structures have been found as stable compounds due to the presence of covalent B-O bonds and thus could be handled in laboratory environment. They were characterized by H-1 NMR and FT-IR spectroscopy and elemental analysis and they were used as catalyst in the transfer hydrogenation of ketones to the related alcohol derivatives with high conversions (up to 99%) and low enantioselectivities (up to 22% ee). (C) 2019 Elsevier B.V. All rights reserved.
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    Comparative sorption capacity of Pb(II) and Cd(II) by natural zeolite in phosphoric acid medium
    (Taylor & Francis Inc, 2016) Kussainova, Marzhan Zhan; Pasa, Salih; Zhumasilovich, Dzhusipbekov Umirzak; Chernyakova, Reisa Mixailovna; Atlan, Metin; Temel, Hamdi
    Zeolite, a well-known inorganic compound, was used for Pb(II) and Cd(II) sorption. For this purpose, the model system composed with H3PO4-Pb2+-Cd2+ medium was selected and applied with various amounts of both heavy metal salts. The results revealed that sorption capacity of the sorbent was higher for Pb2+ cation than in the diluted phosphoric acid (20% H3PO4) for all periods. The absorption of toxic metal ions was measured by atomic absorption spectroscopy. Different physical and chemical analysis techniques such as Fourier Transform infrared, scanning electron microscope, DTA, and XRD showed that natural state of zeolite in a diluted phosphoric acid (20% H3PO4) system underwent protonation and hydroxylation to produce additional OH- groups that are active in the sorption process and no destruction was observed in the structure.
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    Complexation ability of modified Na-Humate and its application in removal of toxic metals from water
    (Taylor & Francis Inc, 2016) Sabirjanovna, Taubayeva Aliya; Pasa, Salih; Zhumasilovich, Dzhusipbekov Umirzak; Temel, Hamdi; Oryntayevna, Nurgalieva Gulzipa
    Efficiency of an amine modified Na-Humate (Na-Hum), which was isolated from coal mine in Karaganda/Kazakhstan, was explored as a sorbent for removal of toxic metal ions from water. Na-Hum was immobilized with ethylene diamine to get a suitable adsorbent called modified humate (Mod-Hum). Pseudo-first-order and pseudo-second-order kinetic models gave the best correlation at the suitable pH. The experimental results were calculated according to the related adsorption formulas, which were then depicted in tables and graphics. The amount of toxic metal ions remained in the solution after treating with Mod-Hum was measured by atomic absorption spectroscopy. The process parameters such as mixing time, temperature, and pH during the adsorption were investigated to find optimum sorption capacity. The results after adsorption were compared to determine the differences between natural (Na-Hum) and the modified matter (Mod-Hum). The complexation ability of compounds by exchange of Na-Hum and Mod-Hum with several metal ions such as Cu(CH3COO)(2)center dot H2O, Co(CH3COO)(2)center dot 4H(2)O, Ni(CH3COO)(2)center dot 4H(2)O, and Cd(CH3COO)(2)center dot 2H(2)O was also investigated. All obtained compounds were characterized by several techniques such as FTIR, TGA/DTA, and SEM-EDAX, elemental analysis and XRD. The adsorption studies with both Na-Hum and Mod-Hum clearly demonstrated that Na-Humate treated with amine is a more efficient adsorbent than the natural form. In addition, Mod-Hum fitted better with pseudo-first-order model and removed water contaminants such as Cu, Co, Ni, and Cd more effectively, which was attributed to higher reactivity of N and O donor sites of the adsorbent toward toxic metals.
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    Developments in transfer hydrogenations of aromatic ketones catalyzed by boron compounds
    (Taylor & Francis Ltd, 2017) Pasa, Salih; Gurler, Nedim; Temel, Hamdi; Rafikova, Khadichakhan; Aydemir, Murat
    Boron complexes BL1 and BL2 were prepared from O-donor ligands, 2,2'-(1E,1'E)-(ethane-1,2-diylbis(azan-1-yl-1-ylidene))bis(methane-1yl-1-ylidene)diphenol (L1) and 2,2'-(propane-1,3-diylbis(azan-1-yl-1ylidene)) bis(methane-1-yl-1-ylidene) diphenol (L2). The complexes were fully characterized by H-1 and C-13 NMR, LC-MS/MS, TGA/DTA, UV-Vis, elemental analysis, SEM, and FTIR. The transfer hydrogenation of acetophenone derivatives was investigated by the boron complexes in the presence of isoPrOH, as the hydrogen source, under basic condition with NaOH. The results showed that the boron complexes were promising catalytic precursors for transfer hydrogenation of aromatic ketones in 0.1 M isoPrOH solution (up to 99%). Both steric and electronic factors of this class of molecules had a significant impact on the catalytic properties. [GRAPHICS] .
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    The fabrication of bilayer polylactic acid films from cross-linked starch as eco-friendly biodegradable materials: Synthesis, characterization, mechanical and physical properties
    (Pergamon-Elsevier Science Ltd, 2020) Gurler, Nedim; Pasa, Salih; Alma, M. Hakki; Temel, Hamdi
    In this study, pure potato starch (PPS) was purified from waste potato residual to fabricate cross-linked bilayer materials with the casting method. Malonic acid (MA) was employed to get cross-linked material from PPS as PPS-MA. Then polylactic acid (PLA) was also implemented onto PPS and PPS-MA to produce bilayer materials as PPS-PLA and PPS-MA-PLA. The obtained these bilayer films were characterized by FTIR, XRD, and TGA. The mechanical and physical applications such as water vapor permeability, water uptake, moisture content, solubility, and opacity were investigated. The biodegradation calculations were also done by the process of composting. It has demonstrated that each application onto PPS increased the mechanical features. However, elongation wasn't seen during the breaking test of PPS and PPS-MA films, whereas the PPS-PLA and PPS-MA-PLA films demonstrated 9.34% and 10.14% elongation at break that substantiates the structural durability against rupture, fragmentation, and feeble. Furthermore, the water vapor permeability, water uptake, moisture content, and solubility decreased but the opacity has increased.
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    Flavonoids from Sideritis Species: Human Monoamine Oxidase (hMAO) Inhibitory Activities, Molecular Docking Studies and Crystal Structure of Xanthomicrol
    (Mdpi, 2015) Turkmenoglu, Fatma Pinar; Baysal, Ipek; Ciftci-Yabanoglu, Samiye; Yelekci, Kemal; Temel, Hamdi; Pasa, Salih; Ezer, Nurten
    The inhibitory effects of flavonoids on monoamine oxidases (MAOs) have attracted great interest since alterations in monoaminergic transmission are reported to be related to neurodegenerative diseases such as Parkinson's and Alzheimer's diseases and psychiatric disorders such as depression and anxiety, thus MAOs may be considered as targets for the treatment of these multi-factorial diseases. In the present study, four Sideritis flavonoids, xanthomicrol (1), isoscutellarein 7-O-[6'''-O-acetyl--d-allopyranosyl-(12)]--d-glucopyranoside (2), isoscutellarein 7-O-[6'''-O-acetyl--d-allopyranosyl-(12)]-6''-O-acetyl--d-glucopyranoside (3) and salvigenin (4) were docked computationally into the active site of the human monoamine oxidase isoforms (hMAO-A and hMAO-B) and were also investigated for their hMAO inhibitory potencies using recombinant hMAO isoenzymes. The flavonoids inhibited hMAO-A selectively and reversibly in a competitive mode. Salvigenin (4) was found to be the most potent hMAO-A inhibitor, while xanthomicrol (1) appeared as the most selective hMAO-A inhibitor. The computationally obtained results were in good agreement with the corresponding experimental values. In addition, the x-ray structure of xanthomicrol (1) has been shown. The current work warrants further preclinical studies to assess the potential of xanthomicrol (1) and salvigenin (4) as new selective and reversible hMAO-A inhibitors for the treatment of depression and anxiety.
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    Histopathological, Antioxidant, and Enzyme Activity of Boronic Incorporated Catechin Compound: Screening of Bioactivity with Molecular Docking Studies (vol 50, pg 1446, 2024)
    (Maik Nauka/Interperiodica/Springer, 2024) Pasa, Salih; Atlan, Metin; Temel, Hamdi; Turkmenoglu, Burcin; Ertas, Abdulselam; Okan, Asli; Yilmaz, Seher
    Erratum
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    Imine containing C2-Symmetric chiral half sandwich ?6-p-cymene-Ru(II)- phosphinite complexes: Investigation of their catalytic activity in the asymmetric transfer hydrogenation of ketones
    (Elsevier, 2020) Saleh, Najmuldain Abdullah; Pasa, Salih; Kayan, Cezmi; Meric, Nermin; Sunkur, Murat; Aral, Tarik; Aydemir, Murat
    New chiral C-2-symmetric bis(phosphinite) ligands containing imine group were synthesized from 1-({[(1R,2R)-2-{[(2-hydroxynaphthalen-1-yl)methylidene] amino}cyclohexyl]- imino}methyl)- naphthalen-2-ol and two equivalents of Ph2PCl, (i-Pr)(2)PCl or (Cy)(2)PCl, in high yields. Binuclear C-2-symmetric half sandwich eta(6)-p-cymene-Ru(II) complexes of the chiral phosphinite ligands were synthesized by treating of [Ru(eta(6)-p-cymene)(mu-Cl)Cl](2) with the phosphinites in 1:1 M ratio in CH2Cl2. Their catalytic activities in asymmetric transfer hydrogenation (ATH) were investigated for the reaction of acetophenone derivatives with isopropyl alcohol. The corresponding optically active secondary alcohols were obtained in excellent levels of conversion (96-99%) and moderate enantioselectivity (up to 60% ee). Among three complexes investigated, complex 4 was the most efficient one. (C) 2019 Elsevier B.V. All rights reserved.
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    Ionic liquid based Ru(II)-phosphinite compounds and their catalytic use in transfer hydrogenation: X-ray structure of an ionic compound 1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol
    (Pergamon-Elsevier Science Ltd, 2014) Aydemir, Murat; Rafikova, Khadichakhan; Kystaubayeva, Nurzhamal; Pasa, Salih; Meric, Nermin; Ocak, Yusuf Selim; Zazybin, Alexey
    The compound 1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol chloride (1) was prepared from the reaction of 1-methylimidazole with epichlorohydrine. The corresponding phosphinite ligands were synthesized by the reaction 1-chloro-3-(3-methylimidazolidin-1-yl)propan-2-ol chloride, [C7H15N2OCl]Cl with one equivalent of chlorodiphenylphosphine or chlorodicyclohexylphosphine, in anhydrous CH2Cl2 and under an inert argon atmosphere. [Ru(eta(6)-arene)(mu-Cl)Cl](2) dimers readily react with the phosphinite ligands [(Ph2PO)-C7H14N2Cl]Cl (2) or [(Cy2PO)-C7H14N2Cl]Cl (3) at room temperature to afford the cationic derivatives [Ru((Ph2PO)-C7H14N2Cl)(eta(6)-arene)Cl-2]Cl and [Ru((Cy2PO)-C7H14N2Cl)(eta(6)-arene)Cl-2]Cl {arene: benzene (4), (5); p-cymene (6), (7)}. The structures of these ligands and their corresponding complexes have been elucidated by a combination of multinuclear NMR and IR spectroscopy, TGA/DTA and elemental analysis. The molecular structure of the ionic compound 1 was also determined by an X-ray single crystal diffraction study. Furthermore, the catalytic activity of complexes 4-7 for the transfer hydrogenation of various ketones was investigated and these complexes were found to be efficient catalysts in the transfer hydrogenation of various ketones, with excellent conversions up to 99%. Specifically, [Ru((Cy2PO)-C7H14N2Cl)(eta(6)-benzene)Cl-2]Cl (5) and [Ru((Cy2PO)-C7H14N2Cl)(eta(6)-p-cymene)Cl-2]Cl (7) act as excellent catalysts, giving the corresponding alcohols in 98-99% conversions in 5 min (TOF <= 1188 h(-1)). (C) 2014 Elsevier Ltd. All rights reserved.
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    Superb efficient and recycle polymer-anchored systems for palladium catalyzed Suzuki cross-coupling reactions in water
    (Elsevier, 2012) Siga, Fatma; Temel, Hamdi; Aydemir, Murat; Ocak, Yusuf Selim; Pasa, Salih; Baysal, Akin
    A set of three new polymer-anchored palladium(II) Schiff base catalysts have been synthesized, characterized and their catalytic activity was investigated in the Suzuki cross-coupling reaction between aryl halides and arylboronic acid in the presence of Cs2CO3 as a base. They show excellent catalytic activity in coupling of aryl bromides or aryl iodide with phenylboronic acid under the optimized reaction conditions in water. Polymer-anchored Pd(II) complexes provided turnover frequency of 29,700 or 58,200 h(-1) in Suzuki coupling reactions of phenylboronic acid with p-bromoacetophenone or p-iodobenzene, respectively, which are the highest values ever reported for the Suzuki coupling reactions in water as sole solvent. The catalyst 1 could be used for 15 reaction cycles in the Suzuki coupling of p-acetobromobenzene at 100 degrees C with no loss of catalytic activity. (C) 2012 Elsevier B.V. All rights reserved.
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    Synthesis and Spectral Studies of Macrocyclic Pb(II), Zn(II), Cd(II) and La(III) Complexes by Template Reaction of 1,2-Bis(2-formylphenyl)ethane with Metal Nitrate and Various Diamine
    (Maik Nauka/Interperiodica/Springer, 2010) Ilhan, Salih; Temel, Hamdi; Pasa, Salih; Tegin, Ibrahim
    Eight new macrocyclic complexes were synthesized by template reaction of 1,4-bis(3-aminopropoxy)butane or (+/-)-trans-1,2-diaminocyclohexane with metal nitrate and 1,2-bis(2-formylphenyl)ethane and their structures were proposed on the basis of elemental analysis, FT-IR, UV-Vis, molar conductivity measurements, H-1 NMR and mass spectra. The metals to ligand molar ratios of the complexes were found to be 1 : 1. The complexes are 1 : 2 electrolytes for Cd(II), Pb(II) and Zn(II) complexes and 1 : 3 electrolytes for La(III) as shown by their molar conductivities (Lambda(m)) in DMSO at 10(-3) mol L-1. Due to the existence of free ions in these complexes, such complexes are electrically conductive. The configurations of Cd(II) and Zn(II) complexes were proposed to probably tetrahedral, La(III) complexes are octahedral and Pb(II) complexes are octahedral geometry in the L-1 complex and tetrahedral geometry in the L-2 complex.
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    Synthesis and spectral studies of macrocyclic Pb(II), Zn(II), Cd(II) and La(III) complexes derived from 1,4-bis(3-aminopropoxy)butane with metal nitrate and salicylaldehyde derivatives
    (Elsevier Science Inc, 2009) Ilan, Salih; Temel, Hamdi; Pasa, Salih
    Eight new macrocyclic complexes were synthesized by template reaction of 1,4-bis(3-aminopropoxy)butane with metal nitrate and 1,3-bis(2-formylphenyl)propane or 1,4-bis(2-formylphenyl)butane and their structures were proposed on the basis of elemental analysis, FTIR, UV-vis, molar conductivity measurements, H-1 NMR and mass spectra. The metals to ligand molar ratios of the complexes were found to be 1:1. The complexes are 1:2 electrolytes for Pb(II), Zn(II) and Cd(II) complexes and 1:3 electrolytes for La(III) as shown by their molar conductivities (Lambda(m)) in DMSO at 10(-3) mol L-1. Due to the existence of free ions in these complexes, such complexes are electrically conductive. The configurations of La(III) and Pb(II) were proposed to probably octahedral and Zn(II) and Cd(II) complexes were proposed to probably tetrahedral. (C) 2008 Salih Ilhan. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
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    The synthesis of boronic-imine structured compounds and identification of their anticancer, antimicrobial and antioxidant activities
    (Elsevier Science Bv, 2016) Pasa, Salih; Aydin, Safa; Kalayci, Sadik; Boga, Mehmet; Atlan, Metin; Bingul, Murat; Sahin, Fikrettin
    Boronic acid compounds with different substituted groups were handled to synthesize various ligands encoded as B1, B2, B3, B4, B5, B6, B7 and B8. B5 and B7 were tested for the cytotoxic activity against the prostate cancer cells and it was found that the cell viability of cancer cells was decreased while most of the healthy cells could still be viable. 5 mu M solutions of B5 and B7 decreased the cell viability to 33% and 44% whereas healthy cells were 71% and 95%, respectively, after treatment. Antimicrobial properties were explored against the bacterial and fungal microorganisms with B1, B5 and B7. The inhibition zones were evaluated for all boronic structures, and the growth inhibition zones were determined in a range of 713 mm diameter for different microorganism species. Staphylococcus aureus was the common microorganism that three boronic compounds with imine ligands showed the activity. Antioxidant features of B2, B3, B4, B5, B6, B7 and B8 were investigated by different processes such as Beta-carotene bleaching (BCB), 2,2-diphenyl picryl hydrazyl (DPPH), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) and CUPric reducing antioxidant capacity (CUPRAC) methods. Significant antioxidant activity was achieved by the phenyl boronic based ligands and these compounds demonstrated as much activity as standards (alpha-Toc and BHT). In addition, all structures were applied properly without any decomposition during the experiments. They were rather stable both in aqueous media and solid state. (C) 2015 Xi'an Jiaotong University. Production and hosting by Elsevier B.V. All rights reserved.
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    Synthesis, characterization and catalytic behavior in the Suzuki reaction of Schiff base and its complexes and the optical properties of nickel complex used in the fabrication of a photodiode
    (Elsevier Science Sa, 2013) Pasa, Salih; Ocak, Yusuf Selim; Temel, Hamdi; Kilicoglu, Tahsin
    Schiff base ligand N,N'-bis(2-hydroxy-1-naphtaldehydene)-1,4-bis(o-amino phenilthio)butane (L) derived from 2-hydroxy-1-naphthaldehyde and 1,4-bis(o-amino thiophenol)butane was synthesized and characterized by FTIR-ATR, H-1 NMR, MS, TGA/DTA, elemental analysis, UV-Vis Spectroscopy. The reactions of the ligand with different transition metal(11) salts under reflux system condition afforded a series of metal complexes such as Cu(II), Co(III), Ni(II), Pd(II). Palladium-catalyzed Suzuki cross-coupling reactions employing Schiff-base as ligand toward a various of substituted arylbromides and boronic acids were pursued. The conversions obtained and yields with different arylbromides were calculated and summarized. The transmission and absorbance spectra of the Ni(II) complex were taken by UV-Vis spectrophotometer, and direct and indirect band gap values were determined by optical method. A photodiode was fabricated by forming a thin film on n-Si wafer and evaporating Au contact onto the film. It was seen that the structure has a good rectification. The electrical properties of the diode were calculated using current voltage measurements. Furthermore, the effect of light on current voltage measurements of the structure was examined using a solar simulator with AM1.5 filter at various illumination intensities. (C) 2013 Elsevier B.V. All rights reserved.
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    Synthesis, characterization, electrochemical behaviors and applications in the Suzuki-Miyaura cross-coupling reactions of N2S2O2 thio Schiff base ligand and its Cu(II), Co(III), Ni(II), Pd(II) complexes and their usage in the fabrication of organic-inorganic hybrid devices
    (Elsevier Science Sa, 2012) Temel, Hamdi; Pasa, Salih; Ocak, Yusuf Selim; Yilmaz, Ismail; Demir, Serpil; Ozdemir, Ismail
    The thio Schiff base ligand N,N'-bis(o-hydroxy-1-naphtaldehydene)-1,2-bis(o-amino phenilthio)ethane (L) was synthesized by the condensation of o-hydroxy-1-naphthaldehyde and 1,2-bis(2-amino thiophenol)ethane. The reactions of the ligand with different transition metal(II) salts under reflux system condition afforded a series of metal complexes such as Cu(II), Co(III), Ni(II) and Pd(II). Ligand and its complexes were characterized by a combination of elemental analysis, UV-vis spectroscopy, FT-IR, H-1 NMR, MS and TGA/DTA. The electrochemical properties of L and [Cu(L)] were investigated using cyclic voltammetry (CV) in the solutions of dimethyl sulfoxide (DMSO). The catalytic property of thio Schiff base ligand with Suzuki cross-coupling reactions were also determined with different substituted aryl halides in the presence of aryl boronic acid and Pd(AcO)(2) as catalyst. In addition, the fabrication of organic-inorganic hybrid devices using L and its Co(III), Ni(II) and Pd(II) complexes and their electrical properties have been reported. (C) 2011 Elsevier B.V. All rights reserved.