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    Complexation, thermal and catalytic studies of N-substituted piperazine, morpholine and thiomorpholine with some metal ions
    (Pergamon-Elsevier Science Ltd, 2014) Kacan, Mesut; Turkyilmaz, Murat; Karabulut, Ferhat; Altun, Ozlen; Baran, Yakup
    Several Cu(II), Pt(II) and Ni(II) complexes of N-substituted, piperazine (NN donor), morpholine (NO donor) and thiomorpholine (NS donor) derivatives were synthesized and their thermal behavior and catalytic activity in epoxidation reaction of cis-diphenylethylene were studied using oxygen sources NaOCl. The coordination compounds of Cu(II), Pt(II) and Ni(II) having general formula [MLCl]Cl, [ML(2)l]Cl-2 or [ML]Cl-2 with tetra coordinated geometry around metal ions have been isolated as solid. All the ligands and complexes were identified by spectroscopic methods and elemental analysis, magnetic measurements, electrical conductance and thermal analysis. A square planer structures have been proposed for all complexes. The thermal stability of the complexes discussed in terms of ligands donor atoms, geometry and central metal ions. The complexes have a similar thermal behavior for the selected metal ions. The thermogravimetric analyses suggest high thermal stability for most complexes followed by thermal decomposition in different steps. The decomposition processes were observed as water elimination, chloride anion removal and degradation of the organic ligands. Catalytic ability of the complexes were examined and found that all the complexes can effectively catalyze the epoxidation of cis-stilbene with NaOCl. (C) 2013 Elsevier B.V. All rights reserved.
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    New synthesis of novel 1,2-dihydrofuro[3,4-d]pyrimidines
    (Pergamon-Elsevier Science Ltd, 2017) Yilmaz, Aysen Suekinci; Kacan, Mesut
    We describe the synthesis of a novel class of compounds, 1,2-dihydrofuro[3,4-d]pyrimidines (15, 16, 18, 20) starting from dimethyl furan-3,4-dicarboxylate 6. Synthesis of these compounds consist of two basic parts: Formation of 4-(2-azido-2-oxoethyl)furan-3-carbonyl azide 11 by eight organic reactions and formation of final products by intramolecular cyclization after two selective Curtius rearrangements of acyl azides 11. (C) 2017 Elsevier Ltd. All rights reserved.
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    Structure, spectroscopic, thermal properties and catalytic activity of iron(III)-Schiff base complexes
    (Elsevier Science Sa, 2013) Turkyilmaz, Murat; Kacan, Mesut; Baran, Yakup
    Iron(III) complexes of the Schiff bases: [FeLCl3] (L = 3-(1H-imidazole-1-yl)-N-[(1E)-1H-pyrrol-2-ylmethylene]propan-1-amine, L-1; 3-(1H-imidazole-1-yl)-N-[(1E)-(3-methyl-2-thienyl)methylene]propan-1-amine, L-2; 1-(3-{[(1E)-1H-pyrrol-ylmethylene]amino} propyl)pyrrolidin-2-one, L-3; 1-(3-{[(1E)-2-furylmethylene] amino} propyl) pyrrolidin-2-one, L-4 have been prepared and characterized by NMR, Mass, FTIR, UV-Vis spectroscopy, elemental analysis, conductance in non-aqueous solvent, and magnetic measurements. The analytical data showed that the Schiff bases act as tridentate ligands towards trivalent iron via azomethine, imidazole, pyrrole, pyrrolidin nitrogen, furan oxygen and thiophene sulfur. Thermal characterizations of the complexes have been studied in nitrogen atmosphere by simultaneous thermogravimetry and differential thermal analysis, TG-DTA. Two-step decompositions were observed until 800 degrees C by TG-DTA, involving first release of water until 200 degrees C. Finally, the organic portion of the complex was burnt out slowly accompanied by a sharp endothermic heat effect; meanwhile iron oxide is formed rapidly. The results suggested that the azomethines are tridentating chelates by N-3, N2S and N2O donor atoms. A high spin octahedral geometry is assigned to the Iron(III) ion in all four complexes. It has been found that iron(III)- Schiff base complexes activate the epoxidation of cis-1,2-diphenylethylene by NaOCl. The epoxide conversion cis-1, 2-diphenylethylene and the ratio of the cis:trans epoxides vary depending on the structure of the Schiff bases. (c) 2012 Elsevier B.V. All rights reserved.
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    Synthesis of 1,2-Dihydrofuro[3,4-d]pyrimidine Derivatives as Potential VEGFR-2 Inhibitors, and Proposed Mechanism for the 5,6-Dihydro-4H-furo[3,4-c]pyrrol-4-one
    (Wiley-V C H Verlag Gmbh, 2023) Yilmaz, Aysen Suekinci; Kacan, Mesut
    The fourteen novel 1,2-dihydrofuro[3,4-d]pyrimidine compounds were synthesized from 4-(2-azido-2-oxoethyl)furan-3-carbonyl azide, by the two selected Curtius rearrangement, nucleophilic addition, and intramolecular cyclization reactions. Molecular docking studies of these compounds were performed with vascular endothelial growth factors receptor-2 (VEGFR-2) tyrosine kinase (PDB ID:3WZE). Cytotoxicity studies against human prostate cancer cells (DU145), revealed that compound 8 e has cytotoxic potential. Additionally, in-silico ADME studies appeared that most of the synthesized compounds obeyed Lipinski's rule. Also, the mechanism for 5,6-dihydro-4H-furo[3,4-c]pyrrol-4-one, which occurs in the reaction of isocyanate 2 with thiols, was proposed. The azide group acts as the leaving group in this reaction.