Year 2018, Volume , Issue 041, Pages 13 - 22 2018-12-16

(1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI
AND CHARACTERIZATION OF METAL COMPLEXES OF (1Z,2E)-N'-HYDROXY-2-(HYDROXYIMINO)-N-(p-TOLYL)ACETIMIDAMIDE LIGAND

Halil İlkimen [1]

32 55

Bu çalışmada anti-kloroglioksim (gly) ile p-toluidin (ptol) reaksiyonundan (1Z, 2E)-N’-hidroksil-2-hidroksiimino-N-p-tolil-asetamidin (H2L) ligandı literatürde belirtildiği şekilde sentezlenmiştir. Daha sonra bu ligandının Fe(II) ve Zn(II) metal kompleksleri sentezlenmiştir. Ligandın yapısı elementel analiz, 1H-NMR, 13C-NMR, FT-IR, UV-Vis metotları ile aydınlatılmıştır. Amorf halde elde edilen Fe(II) ve Zn(II) komplekslerinin yapıları ise elementel analiz, ICP-OES, FT-IR, UV-Vis, manyetik duyarlılık ve molar iletkenlik sonuçları dikkate alınarak önerilmiştir.

In this study, (1Z,2E)-N'-hydroxy-2-(hydroxyimino)-N-(p-tolyl)acetimidamide (H2L) ligand was synthesized, which is reported in literature, and ligand constituted anti-chloroglyoxime (gly) and p-toluidin (ptol) was synthesized and its metal complexes with Fe(II) and Zn(II) were obtained. The structure of ligand has been proposed by using elemantal analysis, 1H-NMR, 13C‑NMR, FT-IR, UV-Vis techniques. The structure of amorphous Fe(II) and Zn(II)complexes have been proposed by using elemantal analysis, ICP-OES, FT-IR, UV-Vis, magnetic susceptibility and molar conductivity techniques.

  • [1] Karapınar, E., Karapınar, N., Ozcan, E. and Coskun, A., (2007) Synthesis, characterization and extraction properties of four unsymmetricall vic-dioximes and their complexes with Nickel(II), Cobalt(II) and Copper(II). Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 37(8), 611-619.
  • [2] Kesimli, B., Topaclı, A., Topaclı, C., Gumus, G., Gurol, İ. and Ahsen, V., (2005) Langmuir monolayers with some vic-dioxime ligands and their complexation behaviour. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 256, 137-143.
  • [3] Derelankol, M.J. and Rusch, G.M., (2008) Oxime Silanes: Structure/Toxicity Relationships. Drug and Chemical Toxicology, 31(1), 97-114.
  • [4] Harbecka, M., Sen, Z., Gurol, I., Gumus, G., Musluoglu, E., Ahsen,V. and Ozturk, Z.Z. (2011) Vic-dioximes: a new class of sensitive materials for chemical gas sensing, Sensor. Actuator. B 156 673-679.
  • [5] Jankowiak, A., Jasin´ski, M. and Kaszynski, P., (2007) 1,1′-Bis(3-hydroxypropyl)ferrocene: Preparation and substitution with polyfluoroalkyl groups, Inorganica Chimica Acta, 360(11), 3637-3641.
  • [6] Musılova, L., Kuca, K., Jung, Y.S. and Jun, D., (2009) In vitro oxime-assisted reactivation of paraoxon-inhibited human acetylcholinesterase and butyrylcholinesterase. Clinical Toxicology, 47(6), 545-550.
  • [7] Mokhir, A., Kraamer, R., Voloshin, Y.Z. and Varzatskii, O.A., (2004) Synthesis and DNA binding properties of dioxime–peptide nucleic acids. Bioorganic & Medicinal Chemistry Letters, 14(11), 2927-2930.
  • [8] Schrauzer, G. N. and Kohnle, J., 1964, Coenzym B12-Modelle. Chemische Berichte, 97, 3056-64.
  • [9] Dede, B., Özen, N. and Görgülü, G., (2018) Synthesis, characterization, theoretical calculations and enzymatic activities of novel diimine-dioxime ligand and its homodinuclear Cu(II) complex. Journal of Molecular Structure, 1163 357-367.
  • [10] Babahan, İ., Coban, E.P. and Bıyık, H., (2013) Synthesis, characterisation and antimicrobial activities of vicdioxime derivatives containing heteroaromatic hydrazone groups and their metal complexes. Maejo International Journal of Science and Technology, 7(01), 26-41.
  • [11] Osunlaja, A.A. Ndahi, N.P. and Ameh, J.A., (2009) Synthesis, physico-chemical and antimicrobial properties of Co(II), Ni(II) and Cu(II) mixed-ligand complexes of dimethylglyoxime - Part I. African Journal of Biotechnology, 8(1), 4-11.
  • [12] Deveci, P. and Arslan, U., (2011) Synthesis of novel ferrocene containing vic-dioxime ligands and their Ni(II), Cu(II) and Co(II) complexes: Spectral, electrochemical and biological activity studies, Journal of Organometallic Chemistry, 696(23), 3756-3763.
  • [13] Babahan, I., Öztürk, S.E. and Çoban, E.P. (2015) Spectroscopic and biological studies of new mononuclear metal complexes of a bidentate NN and NO hydrazone–oxime ligand derived from egonol. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 141, 300-306.
  • [14] Altintop, M.D., Kaplancikli, Z.A., Çiftçi, G.A. and Demirel, R. (2014) Synthesis and biological evaluation of thiazoline derivatives as new antimicrobial and anticancer agents, European Journal of Medicinal Chemistry, 74 264-277.
  • [15] Tan, N. and Bekaroğlu, Ö., (1983) Synthesis of some organometallic compounds of 1,2-acetonaphthylene dione dioxime and comparison with B12 model compounds. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 13(5), 667-682.
  • [16] Oguchi, K., Sanui, K. and Ogata, N., (1990) Relationship between electron sensitivity and chemical structures of polymers as electron beam resist. VII: Electron sensitivity of vinyl polymers containing pendant 1,3-dioxolan groups, Polymer Engineering & Science, 30(8), 449-452.
  • [17] Chakravorty, A., (1974) Structural chemistry of transition metal complexes of oximes, Coordination Chemistry Reviews, 13, 1–46.
  • [18] Nesmeyanov, A.N. and Nesmeyanov, N. A., (1976) Fundamentals of organic chemistry, Moscow Mir Published, Moscova, 2, 166.
  • [19] Milios, C.J., Stamatatos, T.C. and Perlepes, S.P., (2006) The coordination chemistry of pyridyl oximes, Polyhedron, 25(1), 134-194.
  • [20] Smith, A.G., Tasker, P.A. and White, D.J., (2003) The structures of phenolic oximes and their complexes, Coordination Chemistry Reviews, 241, 61-85.
  • [21] Egneus, B., (1972) Investigations of dioximes and their metal complexes: A survey of the literature since 1963, Talanta, 19(11), 1387-1419.
  • [22] Panja, P.K., Bala, S. and Pal, C., (1991) Infrared spectroscopic studies of dimethylglyoxime chelates of Ni(II), Co(II), Cu(II), Pd(II) and Pt(II), Journal of Molecular Structure, 249, 277-283.
  • [23] Özcan, E. and Mirzaoğlu, R., (1988) Synthesis of Four New Substituted Arylaminoglyoximes and Their Complexes with Copper(II), Nickel(II), Cobalt(II), and Palladium(II), Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 18(6), 559-574.
  • [24] Özek, A., Büyükgüngör, O., Ilkimen, H. and Yenikaya, C., (2007) (1Z,2E)-2-(Hydroxyimino)-N-p-tolylacetamide oxime, Acta Crystallographica Section E, E63(12), o4738–o4738.
  • [25] Geary, W.J., (1971) The use of conductivity measurements in organic solvents for the characterisation of coordination compounds, Coordination Chemistry Reviews, 7(1), 81-122.
  • [26] Kaya, M., Demir, İ. and Yenikaya, C., (2008) Synthesis and Characterization of Complexes of vic-Dioxime Derivatives with Transition Metal, Asian Journal of Chemistry, 20(3), 2221-2228.
  • [27] Kaya, M., Yenikaya, C., Demir, İ. and Kalfa, O.M., (2008) Synthesis And Characteristics of N-(Glyoxyldioxime)-N'-(2-hydroxybenzylidene)-1,4-diaminonaphthalene And Its Metal omplexes”, Russian Journal of General Chemistry, 78(5), 939–945.
  • [28] Yenikaya, C., Kaya, M. and Demir, İ., (2008) Synthesis of a Imine vic-Dioxime Ligand and Its Ni(II), Co(II), Cu(II) Complexes, Asian Journal of Chemistry, 20(7), 5651-5657.
Primary Language tr
Subjects Engineering, Chemical
Journal Section Articles
Authors

Orcid: 0000-0003-1747-159X
Author: Halil İlkimen (Primary Author)

Bibtex @research article { dpufbed495632, journal = {Dumlupınar Üniversitesi Fen Bilimleri Enstitüsü Dergisi}, issn = {1302-3055}, eissn = {2651-2769}, address = {Dumlupinar University}, year = {2018}, volume = {}, pages = {13 - 22}, doi = {}, title = {(1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI}, key = {cite}, author = {İlkimen, Halil} }
APA İlkimen, H . (2018). (1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI. Dumlupınar Üniversitesi Fen Bilimleri Enstitüsü Dergisi, (041), 13-22. Retrieved from http://dergipark.gov.tr/dpufbed/issue/41010/495632
MLA İlkimen, H . "(1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI". Dumlupınar Üniversitesi Fen Bilimleri Enstitüsü Dergisi (2018): 13-22 <http://dergipark.gov.tr/dpufbed/issue/41010/495632>
Chicago İlkimen, H . "(1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI". Dumlupınar Üniversitesi Fen Bilimleri Enstitüsü Dergisi (2018): 13-22
RIS TY - JOUR T1 - (1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI AU - Halil İlkimen Y1 - 2018 PY - 2018 N1 - DO - T2 - Dumlupınar Üniversitesi Fen Bilimleri Enstitüsü Dergisi JF - Journal JO - JOR SP - 13 EP - 22 VL - IS - 041 SN - 1302-3055-2651-2769 M3 - UR - Y2 - 2018 ER -
EndNote %0 Journal of Science and Technology of Dumlupınar University (1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI %A Halil İlkimen %T (1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI %D 2018 %J Dumlupınar Üniversitesi Fen Bilimleri Enstitüsü Dergisi %P 1302-3055-2651-2769 %V %N 041 %R %U
ISNAD İlkimen, Halil . "(1Z, 2E)-N’-HİDROKSİL-2-HİDROKSİİMİNO-N-p-TOLİL-ASETAMİDİN LİGANDININ Fe(II) VE Zn(II) KOMPLEKSLERININ SENTEZI VE YAPILARININ AYDINLATILMASI". Dumlupınar Üniversitesi Fen Bilimleri Enstitüsü Dergisi / 041 (December 2018): 13-22.