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    5-Benzyl-4-[3-(1H-imidazol-1-yl)propyl]-2H-1,2,4-triazol-3(4H)-ones: Synthesis, spectroscopic characterization, crystal structure and a comparison of theoretical and experimental IR results by DFT calculations
    (Elsevier, 2009) Unver, Yasemin; Sancak, Kemal; Tanak, Hasan; Degirmencioglu, Ismail; Dugdu, Esra; Er, Mustafa; Isik, Samil
    The synthesis and structural properties of novel compounds, 5-Benzyl-4-[3-(1H-imidazol-1-yl)propyl]-2H-1,2,4-triazol-3(4H)-ones (3a-c) have been described. These products were obtained by the reaction of ethyl 2-[1-ethoxy-2-(phenyl or substituted phenyl)ethylidene]hydrazinecarboxylates (1) and N-(3-aminopropyl)imidazol (2). The structures of compounds 3a-c have been inferred through UV-vis, IR, H-1/C-13 NMR, mass spectrometry, elemental analyses, and X-ray crystallography. DFT level 6-31G*(d,p) calculations provided structural information and IR data that were in good agreement with experimental results for compound 3a. Additionally, the electronic structure of compound 3a has been studied by DFT level 6-31G*(d,p) calculations using the X-ray data. (C) 2009 Elsevier B.V. All rights reserved.
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    Spectroscopic and theoretical study of 1,2,4-triazole-3-one based salicylaldimine complexes and evaluation of superoxide-scavenging properties
    (Elsevier, 2009) Serbest, Kerim; Ozen, Arzu; Unver, Yasemin; Er, Mustafa; Degirmencioglu, Ismail; Sancak, Kemal
    Five mononuclear metal complexes of Fe(III), Co(II), Ni(II), Cu(II) and Zn(II) have been synthesized with a triazole-based Schiff base ligand, 4-{[(1E)-(2-hydroxyphenyl)methylene]amino}-5-(2-thienyl-methyl)2,4-dihydro-3H-1,2,4-triazol-3-one. The structure of the compounds have been proposed by elemental analyses, spectroscopic data i.e. IR, H-1 and C-13 NMR, UV-vis, electrospray ionisation mass spectra, molar conductivities and magnetic susceptibility measurements. The molecular structure and vibrational frequencies of the compounds in the ground state has been calculated by density functional using Becke's three-parameter hybrid method with the Lee, Yang and Parr correlation functional methods with the Standard B3LYP/6-31G*(d,p) basis set. The computational frequencies are in good agreement with the experimental results. The superoxide dismutase (SOD) mimetic activity of the complexes have been investigated by utilizing xanthine-xanthine oxidase assay. The results indicate that the Co(II) complex is the most potent SOD mimetic of all synthesized complexes. (C) 2009 Elsevier B.V. All rights reserved.
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    Synthesis and characterization of novel triazol compounds containing a thiophen ring as potential antifungal agents and the structure of 2-(2-hydroxy-2-p-tolyethyl)-5-(thiophen-2-ylmethyl)-4-(4H-1,2,4-triazol-4-yl)-2H-1,2,4-triazol-3(4H)-one
    (Tubitak Scientific & Technological Research Council Turkey, 2010) Unver, Yasemin; Dugdu, Esra; Sancak, Kemal; Er, Mustafa; Ustabas, Resat
    A series of new 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (3a-c) were obtained by reaction N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester (1) and 4-amino-4H-1,2,4-triazoles (2). 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-2-(2-oxo-2-arylethyl)-5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (4a-e) and ethyl 2-(4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-oxo-3-(thiophen-2-ylmethyl)-4,5-dihydro-1,2,4-triazol-1-yl) acetates (6a-c) were obtained by reaction of compounds 3 and bromoacetophenon derivatives and bromo ethylacetate, respectively. Compounds 5a-e were synthesized from the reaction of corresponding compounds 4a-e with NaBH4. Compounds 7a-c were obtained by the reaction compounds 6 and LiAlH4. Seventeen new compounds were synthesized and characterized by elemental analyses, IR, H-1-NMR, and C-13-NMR spectral data. The structure of compound 5d was inferred through IR, H-1-, C-13-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antibacterial and antifungal properties. Among the chemicals tested, 6a and 6b exhibited the highest degree of antifungal activity.
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    The synthesis of some new imidazole and triazole derivatives: crystal Structure and DFT-TDDFT investigation on electronic structure
    (Springer, 2010) Sancak, Kemal; Unver, Yasemin; Tanak, Hasan; Degirmencioglu, Ismail; Dugdu, Esra; Er, Mustafa; Isyik, Samil
    A series of new N'-3-(1H-imidazol-1-yl)propylcarbamoyl-4-halogenebenzo hydrazonate (3a-b) were obtained by reaction Ethyl 2-((4-halogene phenyl) (ethoxy) methylene) hydrazinecarboxylate (1) and N-(3-aminopropyl)imidazole (2) at 120-140 A degrees C. Compounds (4a-b) were obtained by the reaction compound 1 and N-(3-aminopropyl)imidazole (2) at 160-180 A degrees C. The structures of compounds 3,4 have been inferred through UV-Vis, IR, H-1/C-13 NMR, mass spectrometry, elemental analyses, and X-ray crystallography. DFT level 6-31G (d) calculations provided structural information. The electronic structure of compound 3a has been studied by DFT level 6-31G (d) calculations using the X-ray data. The results are accordance with X-ray data.
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    Synthesis, characterization and cyclization reactions of some new bisthiosemicarbazones
    (Arkat Usa Inc, 2009) Er, Mustafa; Unver, Yasemin; Sancak, Kemal; Degirmencioglu, Ismail; Karaoglu, Senguel A.
    The reaction of trans-1,4-dichloro-2-butene 1 with selected phenols affords (E)-1,4-bis(aryloxy)-2-butenes 2a-d which are converted into bis-thiosemicarbazones 3a-h via the reactions with thiosemicarbazide and 4-methyl thiosemicarbazide, respectively. Similarly, 4-methyl-5-ethoxycarbonyl-2,3-dihydro-1,3-thiazoles 4a-h are synthesized via the reaction of bisthiosemicarbazones 3a-h with ethyl 2-chloroacetoacetate. trans-1,4-Dithiocyanato-2-butene 5 is obtained from the reaction of KSCN and trans-1,4-dichloro-2-butene 1. Furthermore, the bis-2-amino-1,3,4-thiadiazoles 6k and l are obtained from the reaction of trans-1,4-dithiocyanato-2-butene 5 with thiosemicarbazide and 4- methyl thiosemicarbazide, respectively. These compounds are characterized by elemental analyses, infrared, H-1-, C-13-NMR and mass spectrometry. Finally, the microbial features of all compounds are determined. Some of them exhibited microbial activities at low level, and the electronic absorption spectra of the compounds 3b, d, f and h are measured in organic solvents (MeOH, DMF, DMSO and 1,4-dioxane) with various polarities.