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3-Aminometilpiridin ile 2,6-Piridindikarboksilik Asitin Tuzu ve Tuzun Fe(III), Co(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu

Yıl 2024, , 27 - 34, 30.06.2024
https://doi.org/10.55117/bufbd.1427084

Öz

Bu çalışmada, 3-aminometilpiridin (3amp) ile dipikolinik asit’in (H2dipic) proton transfer tuzu {(H3amp)+(Hdipic)-, 1)} ve tuzun Fe(III) {(H3amp)[Fe(dipic)2].2H2O, 2}, Co(II) {(H3amp)2[Co(dipic)2].3H2O, 3} ve Cu(II) {(H3amp)2[Cu(dipic)2].5H2O, 4} kompleksleri sentezlenmiştir. Yeni sentezlenen bileşiklerin karakterizasyonu için FT-IR, AAS, NMR (1H ve 13C), UV, manyetik ve molar iletkenlik ölçümleri kullanılmıştır. Spektroskopik analiz sonuçlarına göre asit:baz oranı tuz için 1:1 iken, metal:asit:baz oranı 2 için 1:2:1 ve 3 ve 4 için 1:2:2 ‘dir. Tüm komplekslerin yapıları oktahedral olarak önerilmiştir.

Kaynakça

  • M. Marinescu, “2-Aminopyridine – a classic and trendy pharmacophore,” Inter. J. Pharm. Bio Sci., vol. 8(2), pp. 338-355, 2017.
  • B.M.P. Beebeejaun-Boodoo, M. Rademeyer, “Coordination polymers and metallocycles of metal halides with n-(aminomethyl)pyridine, n = 3 or 4: Structures and solid-state fluorescence,” Polyhedron, vol. 179, pp. 114364, 2020.
  • P. Rodney, F. Cody, E. Carson, K.K. Klausmeyer, “Silver(I) 3-aminomethylpyridine complexes, part 1:  effect of ligand ratio, π-stacking, and temperature with a noninteracting anion,” Inorg. Chem., vol. 45(6), pp. 2627-2634, 2006.
  • X.H. Ding, L.F. Cui, Y.H. Li, S. Wang, W. Huang, “Proton-transfer supramolecular salts resulting from 3,5-dinitrobenzoic acid and aminomethyl pyridine,” New J. Chem., vol. 36(9), pp. 1884-1890, 2012.
  • J.G. Camarasa, M. Lluch, E. Serra-Baldrich, M. Zamorano, A. Malet, P.A. “García-Calderón, Allergic contact dermatitis from 3-(aminomethyl)-pyridyl salicylate,” Contact derm., vol. 20(5), pp. 347-51, 1989.
  • R.J. Schmidt, L.F. de Corres, “Allergic contact dermatitis from proprietary topical analgesic sprays 3-(aminomethyl)-pyridyl salicylate”, Dermatolog., vol. 174(6), pp. 272-279, 1987.
  • P. Tang, D. Xiao, B. Wang, “Synthesis of 3-(aminomethyl)pyridine by traceless C3-selective umpolung of 1-amidopyridin-1-ium salts,” Chem. Commun., vol. 12, pp. 1993-1996, 2017.
  • D. Karaagac, “Vibrational spectroscopic and thermal investigations of the cyanobridged polymeric complexes with 3-aminomethylpyridine,” Eskişehir Tech. Univ. J. Sci. Tech. A- Appl. Sci. Eng., vol. 20(3), pp. 216-226, 2019.
  • J. Wu, H. Liu, Z. Lin, M. Cao, Z. Yu, H. Hao, L. Guo, “Synthesis, structure, and electrochemical properties of nano-layered organic-inorganic perovskites containing Fe(CN) layers and its application for detection of DNA hybridization,” Proc. SPIE, vol. 381, pp. 73810N/1-73810N/10, 2009.
  • C. Krebs, I. Jess, C. Näther, “Synthesis, crystal structure and thermal properties of poly[bis­[μ-3-(aminomethyl)pyridine-κ2N:N′]bis(thiocyanatoκN)manganese(II)],” Acta Cryst. vol. E77, pp. 765-769, 2021.
  • D. Kowalkowska-Zedler, A. Dolega, N. Nedelko, R. Lyszczek, P. Aleshkevych, I. Demchenko, J. Luczak, A. Slawska-Waniewska, A. Pladzyk, “Structural, magnetic and spectral properties of tetrahedral cobalt(II) silanethiolates: a variety of structures and manifestation of field-induced slow magnetic relaxation,” Dalton Trans., vol. 49(3), pp. 697-710, 2020.
  • M. Shukla, “Raman spectroscopic study of water tetramer in [Cu(3-aminomethyl)pyridine OH2oxalate·2H2O]n,” Polyhedron, vol. 105, pp. 200-204, 2016.
  • M. Shukla, B. Kharediya, N. Srivastava, S. Saha, S. Sunkari, “Water square (uudd) in novel Cu framework structures built from isomeric (aminomethyl)pyridines and oxalate: Synthesis, structure, spectral and DFT studies,” Polyhedron, vol. 54, pp. 164-172, 2013.
  • S.S. Sunkari, B. Kharediya, S. Saha, B. Elrez, J.P. Sutter, “Chain of dimers to assembly of trimers: temperature and ligand influenced formation of novel supramolecular assemblies of Cu(II) with isomeric (aminomethyl) pyridines and azide,” New J. Chem., vol. 38(8), pp. 3529-3539, 2014.
  • M. Barquin, M.J. Gonzalez Garmendia, S. Pacheco, E. Pinilla, S. Quintela, J.M. Seco, M.R. Torres, “Synthesis, crystal structure, magnetic properties and EPR spectra of copper(II) acetate derivatives: tetra-(μ-acetato)bis(2-methylaminopyridine)copper(II) and catena-poly(aquadiacetato-μ-3-aminomethylpyridine)copper(II). Sheets formed by chains connected through hydrogen-bonds,” Inorg. Chim. Acta, vol. 357(11), pp. 3230-3236, 2004.
  • J.H. Li, L. Wei, Z.Z. Bao, G.M. Wang, Z.H. Wang, “Assembly of two novel inorganic-organic hybrid solids based on 3-(aminomethyl)pyridine ligand,” Solid State Sci., vol. 51, pp. 13-17, 2016.
  • H. Aghabozorg, F. Manteghi, S. Sheshmani, “A brief review on structural concepts of novel supramolecular proton transfer compounds and their metal complexes,” J. Iran. Chem. Soc., vol. 5(2), pp. 184-227, 2008.
  • L. Yang, D.C. Crans, S.M. Miller, A. La Cour, O.P. Anderson, P.M. Kaszynski, M.E. Godzala, L.D. Austin, G.R. Willsky, “Cobalt(II) and cobalt(III) dipicolinate complexes:  solid state, solution, and in vivo insulin-like properties,” Inorg. Chem., vol. 41, pp. 4859-4871, 2002.
  • P. Buglyo´, D.C. Crans, E.M. Nagy, R.L. Lindo, L. Yang, J.J. Smee, W. Jin, L.H. Chi, M.E. Godzala, G.R. Willsky, “Aqueous chemistry of the vanadiumIII (VIII) and the VIII−dipicolinate systems and a comparison of the effect of three oxidation states of vanadium compounds on diabetic hyperglycemia in rats,” Inorg. Chem. vol. 44, pp. 5416-5427, 2005.
  • N. Büyükkıdan, C. Yenikaya, H. İlkimen, C. Karahan, C. Darcan, E. Şahin, “Synthesis, characterization and antimicrobial activity of a novel proton salt and its Cu(II) complex,” Russian J. Coord. Chem., vol. 39(1), pp. 96-103, 2013.
  • N. Büyükkıdan, C. Yenikaya, H. İlkimen, C. Karahan, C. Darcan, T. Korkmaz, Y. Süzen, “Synthesis, characterization and biological activities of metal(II) dipicolinate complexes derived from pyridine-2,6-dicarboxylic acid and 2-(piperazin-1-yl)ethanol,” J. Mol. Struct., vol. 1101, pp. 139-146, 2015.
  • N. Büyükkıdan, H. İlkimen, S. Bozyel, M. Sarı, A. Gülbandılar, “The syntheses, structural and biological studies of Co(II) complexes of 1,2-bis(pyridin-4-yl)ethane with 2-aminobenzene-1,4-disulfonic acid and 2,6-pyridinedicarboxylic acid,” J. Mol. Struct., vol. 1275, 134586, 2023.
  • N. Büyükkıdan, H. İlkimen, S. Bozyel, M. Sarı, A. Gülbandılar, “Two new Cu(II) coordination complexes with 1,2-bis(pyridin-4-yl)ethane bridge-ligand: synthesis, characterization and antimicrobial activity,” Polyhedron, vol. 223, 115951, 2022.
  • C. Yenikaya, M. Poyraz, M. Sarı, F. Demirci, H. İlkimen, O. Büyükgüngör, Synthesis, characterization and biological evaluation of a novel Cu(II) complex with the mixed ligands 2,6-pyridinedicarboxylicacid and 2-aminopyridine,” Polyhedron, vol. 28(16), pp. 3526-3532, 2009.
  • C. Yenikaya, N. Büyükkıdan, M. Sarı, R. Keşli, H. İlkimen, M. Bülbül, O. Büyükgüngör, “Synthesis, characterization and biological evaluation of novel Cu(II) complexes with proton transfer salt of 2,6-pyridinedicarboxylic acid and 2-amino-4-methylpyridine,” J. Coord. Chem. vol. 64(19), pp. 3353-3365, 2011.
  • H. İlkimen, S.G. Salün, A, Gülbandılar, M. Sarı, “The new salt of 2-amino-3-methylpyridine with dipicolinic acid and its metal complexes: Synthesis, characterization and antimicrobial activity studies,” J. Mol. Struct., vol. 1270, 133961, 2022.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, E. Tunca, Y. Süzen, “Synthesis and characterization of a proton transfer salt between dipicolinic acid and 2-amino-6-methylbenzothiazole and its complexes, and their inhibition studies on carbonic anhydrase isoenzymes,” Polyhedron, vol. 61, pp. 56-64, 2013.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, E. Tunca, H. Dal, “Synthesis and characterization of a proton transfer salt between 2,6-pyridinedicarboxylic acid and 2-aminobenzothiazole, and its complexes and their inhibition studies on carbonic anhydrase isoenzymes,” J. Enzy. Inhib. Med. Chem., vol. 29(3), pp. 353-361, 2014.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, M. Aslan, Y. Süzen, Synthesis and characterization of some metal complexes of a proton transfer salt, and their inhibition studies on carbonic anhydrase isoenzymes and the evaluation of the results by statistical analysis,” J. Enzy. Inhib. Med. Chem., vol. 29(5), pp. 695-701, 2014.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, E. Tunca, H. Dal, M. Baş, “Synthesis and characterization of complexes of a novel proton transfer salt and their inhibition studies on carbonic anhydrase isoenzymes,” J. Enzy. Inhib. Med. Chem., vol. 30(2), pp. 195-203, 2015.
  • H. İlkimen, C. Yenikaya, A. Gülbandılar, M. Sarı, “Synthesis and characterization of a novel proton salt of 2-amino-6-nitrobenzothiazole with 2,6-pyridinedicarboxylic acid and its metal complexes and their antimicrobial and antifungal activity studies,” J. Mol. Struct., vol. 1120, pp. 25-33, 2016.
  • Z.A. Alkaya, H. İlkimen, C. Yenikaya, Y. Kaygısız, M. Bülbül, T. Tunç, M. Sarı, “A novel proton transfer salt of 2-amino-6-sulfamoylbenzothiazole and its metal complexes: the evaluation of inhibition effects on human cytosolic carbonic anhydrases,” J. Enzy. Inhib. Med. Chem., vol. 32(1), pp. 231-239, 2017.
  • Z.A. Alkaya, H. İlkimen, C. Yenikaya, E. Tunca, M. Bülbül. T. Tunç. M. Sarı. “Synthesis and characterization of Cu(II) complexes of 2-amino-6-sulfamoylbenzothiazole and their inhibition studies on carbonic anhydrase isoenzymes,” Polyhedron, vol. 151, pp. 199-205, 2018.
  • D. Cook. “Vibrational spectra of pyridinium salts” Canadian J. Chem., vol. 39, no. 10, pp. 2009-2024, 1961.
  • K. Nakamoto, “Infrared and raman spectra of inorganic and coordination compounds” 5th ed NewYork: Wiley-Interscience, pp 232, 1997.
  • W.J. Geary, “The use of conductivity measurements in organic solvents for the characterisation of coordination compounds,” Coord. Chem. Rev., vol. 7(1), pp. 81-122, 1971.

Synthesis and Characterization of 3-Aminomethylpyridine and the Salt of 2,6-Pyridinedicarboxylic Acid and Fe(III), Co(II) and Cu(II) Complexes of the Salt

Yıl 2024, , 27 - 34, 30.06.2024
https://doi.org/10.55117/bufbd.1427084

Öz

In this study, proton transfer salt {(H3amp)+(Hdipic)-, 1)} between 3-aminomethylpyridine (3amp) and 2,6-pyridinedicarboxylic acid (H2dipic) and it Fe(III) {(H3amp)[Fe(dipic)2].2H2O, 2}, Co(II) {(H3amp)2[Co(dipic)2].3H2O, 3} and Cu(II) {(H3amp)2[Cu(dipic)2].5H2O, 4} were synthesized. Novel compounds were characterized by FT-IR, AAS, NMR (1H and 13C), UV, magnetic, and molar conductivity tests. According to the spectroscopic analysis results, the acid:base ratio is 1:1 for salt, while the metal:acid:base ratio is 1:2:1 for 2 and 1:2:2 for 3 and 4. The structures of all complexes are proposed to be octahedral.

Kaynakça

  • M. Marinescu, “2-Aminopyridine – a classic and trendy pharmacophore,” Inter. J. Pharm. Bio Sci., vol. 8(2), pp. 338-355, 2017.
  • B.M.P. Beebeejaun-Boodoo, M. Rademeyer, “Coordination polymers and metallocycles of metal halides with n-(aminomethyl)pyridine, n = 3 or 4: Structures and solid-state fluorescence,” Polyhedron, vol. 179, pp. 114364, 2020.
  • P. Rodney, F. Cody, E. Carson, K.K. Klausmeyer, “Silver(I) 3-aminomethylpyridine complexes, part 1:  effect of ligand ratio, π-stacking, and temperature with a noninteracting anion,” Inorg. Chem., vol. 45(6), pp. 2627-2634, 2006.
  • X.H. Ding, L.F. Cui, Y.H. Li, S. Wang, W. Huang, “Proton-transfer supramolecular salts resulting from 3,5-dinitrobenzoic acid and aminomethyl pyridine,” New J. Chem., vol. 36(9), pp. 1884-1890, 2012.
  • J.G. Camarasa, M. Lluch, E. Serra-Baldrich, M. Zamorano, A. Malet, P.A. “García-Calderón, Allergic contact dermatitis from 3-(aminomethyl)-pyridyl salicylate,” Contact derm., vol. 20(5), pp. 347-51, 1989.
  • R.J. Schmidt, L.F. de Corres, “Allergic contact dermatitis from proprietary topical analgesic sprays 3-(aminomethyl)-pyridyl salicylate”, Dermatolog., vol. 174(6), pp. 272-279, 1987.
  • P. Tang, D. Xiao, B. Wang, “Synthesis of 3-(aminomethyl)pyridine by traceless C3-selective umpolung of 1-amidopyridin-1-ium salts,” Chem. Commun., vol. 12, pp. 1993-1996, 2017.
  • D. Karaagac, “Vibrational spectroscopic and thermal investigations of the cyanobridged polymeric complexes with 3-aminomethylpyridine,” Eskişehir Tech. Univ. J. Sci. Tech. A- Appl. Sci. Eng., vol. 20(3), pp. 216-226, 2019.
  • J. Wu, H. Liu, Z. Lin, M. Cao, Z. Yu, H. Hao, L. Guo, “Synthesis, structure, and electrochemical properties of nano-layered organic-inorganic perovskites containing Fe(CN) layers and its application for detection of DNA hybridization,” Proc. SPIE, vol. 381, pp. 73810N/1-73810N/10, 2009.
  • C. Krebs, I. Jess, C. Näther, “Synthesis, crystal structure and thermal properties of poly[bis­[μ-3-(aminomethyl)pyridine-κ2N:N′]bis(thiocyanatoκN)manganese(II)],” Acta Cryst. vol. E77, pp. 765-769, 2021.
  • D. Kowalkowska-Zedler, A. Dolega, N. Nedelko, R. Lyszczek, P. Aleshkevych, I. Demchenko, J. Luczak, A. Slawska-Waniewska, A. Pladzyk, “Structural, magnetic and spectral properties of tetrahedral cobalt(II) silanethiolates: a variety of structures and manifestation of field-induced slow magnetic relaxation,” Dalton Trans., vol. 49(3), pp. 697-710, 2020.
  • M. Shukla, “Raman spectroscopic study of water tetramer in [Cu(3-aminomethyl)pyridine OH2oxalate·2H2O]n,” Polyhedron, vol. 105, pp. 200-204, 2016.
  • M. Shukla, B. Kharediya, N. Srivastava, S. Saha, S. Sunkari, “Water square (uudd) in novel Cu framework structures built from isomeric (aminomethyl)pyridines and oxalate: Synthesis, structure, spectral and DFT studies,” Polyhedron, vol. 54, pp. 164-172, 2013.
  • S.S. Sunkari, B. Kharediya, S. Saha, B. Elrez, J.P. Sutter, “Chain of dimers to assembly of trimers: temperature and ligand influenced formation of novel supramolecular assemblies of Cu(II) with isomeric (aminomethyl) pyridines and azide,” New J. Chem., vol. 38(8), pp. 3529-3539, 2014.
  • M. Barquin, M.J. Gonzalez Garmendia, S. Pacheco, E. Pinilla, S. Quintela, J.M. Seco, M.R. Torres, “Synthesis, crystal structure, magnetic properties and EPR spectra of copper(II) acetate derivatives: tetra-(μ-acetato)bis(2-methylaminopyridine)copper(II) and catena-poly(aquadiacetato-μ-3-aminomethylpyridine)copper(II). Sheets formed by chains connected through hydrogen-bonds,” Inorg. Chim. Acta, vol. 357(11), pp. 3230-3236, 2004.
  • J.H. Li, L. Wei, Z.Z. Bao, G.M. Wang, Z.H. Wang, “Assembly of two novel inorganic-organic hybrid solids based on 3-(aminomethyl)pyridine ligand,” Solid State Sci., vol. 51, pp. 13-17, 2016.
  • H. Aghabozorg, F. Manteghi, S. Sheshmani, “A brief review on structural concepts of novel supramolecular proton transfer compounds and their metal complexes,” J. Iran. Chem. Soc., vol. 5(2), pp. 184-227, 2008.
  • L. Yang, D.C. Crans, S.M. Miller, A. La Cour, O.P. Anderson, P.M. Kaszynski, M.E. Godzala, L.D. Austin, G.R. Willsky, “Cobalt(II) and cobalt(III) dipicolinate complexes:  solid state, solution, and in vivo insulin-like properties,” Inorg. Chem., vol. 41, pp. 4859-4871, 2002.
  • P. Buglyo´, D.C. Crans, E.M. Nagy, R.L. Lindo, L. Yang, J.J. Smee, W. Jin, L.H. Chi, M.E. Godzala, G.R. Willsky, “Aqueous chemistry of the vanadiumIII (VIII) and the VIII−dipicolinate systems and a comparison of the effect of three oxidation states of vanadium compounds on diabetic hyperglycemia in rats,” Inorg. Chem. vol. 44, pp. 5416-5427, 2005.
  • N. Büyükkıdan, C. Yenikaya, H. İlkimen, C. Karahan, C. Darcan, E. Şahin, “Synthesis, characterization and antimicrobial activity of a novel proton salt and its Cu(II) complex,” Russian J. Coord. Chem., vol. 39(1), pp. 96-103, 2013.
  • N. Büyükkıdan, C. Yenikaya, H. İlkimen, C. Karahan, C. Darcan, T. Korkmaz, Y. Süzen, “Synthesis, characterization and biological activities of metal(II) dipicolinate complexes derived from pyridine-2,6-dicarboxylic acid and 2-(piperazin-1-yl)ethanol,” J. Mol. Struct., vol. 1101, pp. 139-146, 2015.
  • N. Büyükkıdan, H. İlkimen, S. Bozyel, M. Sarı, A. Gülbandılar, “The syntheses, structural and biological studies of Co(II) complexes of 1,2-bis(pyridin-4-yl)ethane with 2-aminobenzene-1,4-disulfonic acid and 2,6-pyridinedicarboxylic acid,” J. Mol. Struct., vol. 1275, 134586, 2023.
  • N. Büyükkıdan, H. İlkimen, S. Bozyel, M. Sarı, A. Gülbandılar, “Two new Cu(II) coordination complexes with 1,2-bis(pyridin-4-yl)ethane bridge-ligand: synthesis, characterization and antimicrobial activity,” Polyhedron, vol. 223, 115951, 2022.
  • C. Yenikaya, M. Poyraz, M. Sarı, F. Demirci, H. İlkimen, O. Büyükgüngör, Synthesis, characterization and biological evaluation of a novel Cu(II) complex with the mixed ligands 2,6-pyridinedicarboxylicacid and 2-aminopyridine,” Polyhedron, vol. 28(16), pp. 3526-3532, 2009.
  • C. Yenikaya, N. Büyükkıdan, M. Sarı, R. Keşli, H. İlkimen, M. Bülbül, O. Büyükgüngör, “Synthesis, characterization and biological evaluation of novel Cu(II) complexes with proton transfer salt of 2,6-pyridinedicarboxylic acid and 2-amino-4-methylpyridine,” J. Coord. Chem. vol. 64(19), pp. 3353-3365, 2011.
  • H. İlkimen, S.G. Salün, A, Gülbandılar, M. Sarı, “The new salt of 2-amino-3-methylpyridine with dipicolinic acid and its metal complexes: Synthesis, characterization and antimicrobial activity studies,” J. Mol. Struct., vol. 1270, 133961, 2022.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, E. Tunca, Y. Süzen, “Synthesis and characterization of a proton transfer salt between dipicolinic acid and 2-amino-6-methylbenzothiazole and its complexes, and their inhibition studies on carbonic anhydrase isoenzymes,” Polyhedron, vol. 61, pp. 56-64, 2013.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, E. Tunca, H. Dal, “Synthesis and characterization of a proton transfer salt between 2,6-pyridinedicarboxylic acid and 2-aminobenzothiazole, and its complexes and their inhibition studies on carbonic anhydrase isoenzymes,” J. Enzy. Inhib. Med. Chem., vol. 29(3), pp. 353-361, 2014.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, M. Aslan, Y. Süzen, Synthesis and characterization of some metal complexes of a proton transfer salt, and their inhibition studies on carbonic anhydrase isoenzymes and the evaluation of the results by statistical analysis,” J. Enzy. Inhib. Med. Chem., vol. 29(5), pp. 695-701, 2014.
  • H. İlkimen, C. Yenikaya, M. Sarı, M. Bülbül, E. Tunca, H. Dal, M. Baş, “Synthesis and characterization of complexes of a novel proton transfer salt and their inhibition studies on carbonic anhydrase isoenzymes,” J. Enzy. Inhib. Med. Chem., vol. 30(2), pp. 195-203, 2015.
  • H. İlkimen, C. Yenikaya, A. Gülbandılar, M. Sarı, “Synthesis and characterization of a novel proton salt of 2-amino-6-nitrobenzothiazole with 2,6-pyridinedicarboxylic acid and its metal complexes and their antimicrobial and antifungal activity studies,” J. Mol. Struct., vol. 1120, pp. 25-33, 2016.
  • Z.A. Alkaya, H. İlkimen, C. Yenikaya, Y. Kaygısız, M. Bülbül, T. Tunç, M. Sarı, “A novel proton transfer salt of 2-amino-6-sulfamoylbenzothiazole and its metal complexes: the evaluation of inhibition effects on human cytosolic carbonic anhydrases,” J. Enzy. Inhib. Med. Chem., vol. 32(1), pp. 231-239, 2017.
  • Z.A. Alkaya, H. İlkimen, C. Yenikaya, E. Tunca, M. Bülbül. T. Tunç. M. Sarı. “Synthesis and characterization of Cu(II) complexes of 2-amino-6-sulfamoylbenzothiazole and their inhibition studies on carbonic anhydrase isoenzymes,” Polyhedron, vol. 151, pp. 199-205, 2018.
  • D. Cook. “Vibrational spectra of pyridinium salts” Canadian J. Chem., vol. 39, no. 10, pp. 2009-2024, 1961.
  • K. Nakamoto, “Infrared and raman spectra of inorganic and coordination compounds” 5th ed NewYork: Wiley-Interscience, pp 232, 1997.
  • W.J. Geary, “The use of conductivity measurements in organic solvents for the characterisation of coordination compounds,” Coord. Chem. Rev., vol. 7(1), pp. 81-122, 1971.
Toplam 36 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Konular Kimya Mühendisliği (Diğer)
Bölüm Araştırma Makaleleri
Yazarlar

Hülya Aydın 0009-0000-1377-9349

Halil İlkimen 0000-0003-1747-159X

Erken Görünüm Tarihi 28 Haziran 2024
Yayımlanma Tarihi 30 Haziran 2024
Gönderilme Tarihi 28 Ocak 2024
Kabul Tarihi 24 Haziran 2024
Yayımlandığı Sayı Yıl 2024

Kaynak Göster

APA Aydın, H., & İlkimen, H. (2024). 3-Aminometilpiridin ile 2,6-Piridindikarboksilik Asitin Tuzu ve Tuzun Fe(III), Co(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu. Bayburt Üniversitesi Fen Bilimleri Dergisi, 7(1), 27-34. https://doi.org/10.55117/bufbd.1427084
AMA Aydın H, İlkimen H. 3-Aminometilpiridin ile 2,6-Piridindikarboksilik Asitin Tuzu ve Tuzun Fe(III), Co(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu. Bayburt Üniversitesi Fen Bilimleri Dergisi. Haziran 2024;7(1):27-34. doi:10.55117/bufbd.1427084
Chicago Aydın, Hülya, ve Halil İlkimen. “3-Aminometilpiridin Ile 2,6-Piridindikarboksilik Asitin Tuzu Ve Tuzun Fe(III), Co(II) Ve Cu(II) Komplekslerinin Sentezi Ve Karakterizasyonu”. Bayburt Üniversitesi Fen Bilimleri Dergisi 7, sy. 1 (Haziran 2024): 27-34. https://doi.org/10.55117/bufbd.1427084.
EndNote Aydın H, İlkimen H (01 Haziran 2024) 3-Aminometilpiridin ile 2,6-Piridindikarboksilik Asitin Tuzu ve Tuzun Fe(III), Co(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu. Bayburt Üniversitesi Fen Bilimleri Dergisi 7 1 27–34.
IEEE H. Aydın ve H. İlkimen, “3-Aminometilpiridin ile 2,6-Piridindikarboksilik Asitin Tuzu ve Tuzun Fe(III), Co(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu”, Bayburt Üniversitesi Fen Bilimleri Dergisi, c. 7, sy. 1, ss. 27–34, 2024, doi: 10.55117/bufbd.1427084.
ISNAD Aydın, Hülya - İlkimen, Halil. “3-Aminometilpiridin Ile 2,6-Piridindikarboksilik Asitin Tuzu Ve Tuzun Fe(III), Co(II) Ve Cu(II) Komplekslerinin Sentezi Ve Karakterizasyonu”. Bayburt Üniversitesi Fen Bilimleri Dergisi 7/1 (Haziran 2024), 27-34. https://doi.org/10.55117/bufbd.1427084.
JAMA Aydın H, İlkimen H. 3-Aminometilpiridin ile 2,6-Piridindikarboksilik Asitin Tuzu ve Tuzun Fe(III), Co(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu. Bayburt Üniversitesi Fen Bilimleri Dergisi. 2024;7:27–34.
MLA Aydın, Hülya ve Halil İlkimen. “3-Aminometilpiridin Ile 2,6-Piridindikarboksilik Asitin Tuzu Ve Tuzun Fe(III), Co(II) Ve Cu(II) Komplekslerinin Sentezi Ve Karakterizasyonu”. Bayburt Üniversitesi Fen Bilimleri Dergisi, c. 7, sy. 1, 2024, ss. 27-34, doi:10.55117/bufbd.1427084.
Vancouver Aydın H, İlkimen H. 3-Aminometilpiridin ile 2,6-Piridindikarboksilik Asitin Tuzu ve Tuzun Fe(III), Co(II) ve Cu(II) Komplekslerinin Sentezi ve Karakterizasyonu. Bayburt Üniversitesi Fen Bilimleri Dergisi. 2024;7(1):27-34.

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