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Synthesis and Characterization of Tetradentate Schiff Base Ligand Containing 3,4-Diamino Benzophenone and Investigation of Complex Formation with Ni (II), Cu (II) and Co (II) metal ions

Yıl 2023, Cilt: 44 Sayı: 2, 289 - 295, 30.06.2023

Mustafa Bal

https://doi.org/10.17776/csj.1210668

Öz

Compound that is a novel tetradentate Schiff base ligand [(3,4-bis(((E)-4-(diethylamino)-2-hydroxybenzylidene)amino)phenyl)(phenyl) methanone] (1), 4-(diethylamino) It was synthesized by the reaction of (3,4-diaminophenyl)(phenyl)methanone with -2-hydroxybenzaldehyde. Complex reactions with Co(II) (1a), Cu(II) (1b) and Ni(II) (1c) metals were prepared based on the obtained Schiff base ligand. The synthesized Schiff base and its Ni(II), Cu(II) and Co(II) complexes were featured using FT-IR, UV-vis, photoluminescence, mass and 1H and 13C-NMR spectroscopy. The characterization processes show that the tetradentate Schiff base compound coordinates with metal ions, oxygen of the hydroxyl group and nitrogen of the azomethine group.

Anahtar Kelimeler

Tetradentate Schiff base Metal complex Diaminobenzophenone

Kaynakça

  • [1] Ejidike, I.P., Ajibade, P.A., Synthesis, characterization and biological studies of metal(II) complexes of (3E)-3-[(2-{(E)-[1-(2,4-Dihydroxyphenyl) ethylidene]amino}ethyl)imino]-1-phenylbutan-1-one schiff base, Molecules, 20 (6) (2015) 9788–9802.
  • [2] Ramesh, R., Suganthy, P.K., and Natarajan, K. Synthesis, spectra and electrochemistry of Ru(III) complexes with tetradentate schiff bases, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 26 (1) (1996) 47–60.
  • [3] Neelakantan M.A., Marriappan S.S., Dharmaraja J., Jeyakumar T., Muthukumaran K., Spectral, XRD, SEM and biological activities of transition metal complexes of polydentate ligands containing thiazole moiety, Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 71(2) (2008) 628–635.
  • [4] Joseyphus R.S., Nair M.S., Antibacterial and Antifungal Studies on Some Schiff Base Complexes of Zinc(II), Mycobiology, 36 (2) (2008) 93.
  • [5] Kumar, S., Dhar, D.N., and Saxena, P.N. Applications of metal complexes of Schiff bases-A review. Journal of Scientific and Industrial Research. 68 (3), (2009) 181–187.
  • [6] Tümer M., Köksal H., Serin S.,Digrak M., Antimicrobial activity studies of mononuclear and binuclear mixed-ligand copper(II) complexes derived from Schiff base ligands and 1,10-phenanthroline, Transition Metal Chemistry, 24 (1), (1999) 13–17.
  • [7] Ammar, R.A.A. and Alaghaz, A.N.M.A. Synthesis, spectroscopic characterization and potentiometric studies of a tetradentate [N2O2] schiff base, N,N’-bis(2-hydroxybenzylidene)-1,1-diaminoethane and its Co(II),Ni(II),Cu(II) and Zn(II) complexes, International Journal of Electrochemical Science, 8(6) (2013) 8686–8699.
  • [8] de Fátima, Â., Pereira, C. de P., Olímpio, C.R.S.D.G., de Freitas Oliveira, B.G., Franco, L.L., and da Silva, P.H.C. Schiff bases and their metal complexes as urease inhibitors – A brief review, Journal of Advanced Research, 13, (2018) 113–126.
  • [9] More M.S., Joshi P.G., Mishra Y.K., , Khanna P.K., Metal complexes driven from Schiff bases and semicarbazones for biomedical and allied applications: a review, Materials Today Chemistry, 14 (2019) 100-195.
  • [10] I. Khan M., Gul S., Ali Khan, M. Schiff Bases, Their Metallic Derivatives: Highly Versatile Molecules with Biological and Abiological Perspective, Stability and Applications of Coordination Compounds, (2020) 1–15.
  • [11] Demir S., Güder A., Yazicilar T.K., Caglar S., Büyükgüngör O., Syntheses, crystallographic, mass-spectroscopic determination and antioxidant studies of Co(II), Ni(II) and Cu(II) complexes of a new imidazol based Schiff base, Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 150 (2015) 821–828.
  • [12] Romanowski G., Lis T., Chiral oxidovanadium(V) complexes with tridentate Schiff bases derived from S(+)-2-amino-1-propanol: Synthesis, structure, characterization and catalytic activity, Inorganica Chimica Acta., 394 (2013) 627–634.
  • [13] Khandar A.A., Shaabani B., Belaj F., Bakhtiari A., Synthesis, characterization and spectroscopic and electrochemical studies of new axially coordinated cobalt(III) salen (salen = N,N′-bis(salicylidene)-1,2-ethylenediamine) complexes. The crystal structure of [CoIII(salen)(aniline)2]ClO4, Polyhedron, 25(9) (2006) 1893–1900.
  • [14] Sunday Nworie, F. Bis(Salicylidene)Ethylenediamine(Salen) and Bis(Salicylidene)Ethylenediamine-Metal Complexes: from Structure to Biological Activity, Journal of Analytical & Pharmaceutical Research, 3(6) (2016) 1–9.
  • [15] Witt, K., Bożejewicz, D., and Kaczorowska, M.A. N,N’-bis(Salicylidene)ethylenediamine (salen) as an active compound for the recovery of Ni(II), Cu(II), and Zn(II) ions from aqueous solutions. Membranes, 10(4) (2020) 1–15.
  • [16] Tsantis, S.T., Tzimopoulos, D.I., Holyńska, M., and Perlepes, S.P. Oligonuclear actinoid complexes with schiff bases as ligands—older achievements and recent progress. (2020).
  • [17] DiMauro, E.F., Mamai, A., and Kozlowski, M.C. Synthesis, characterization, and metal complexes of a salen ligand containing a quinoline base. Organometallics, 22(4) (2003) 850–855.
  • [18] Tobal, I.E., Bautista, R., Diez, D., Garrido, N.M., and García-García, P. 1,3-cyclohexadien-1-als: Synthesis, reactivity and bioactivities, Molecules, 26 (6) (2021).
  • [19] Asadi, M. and Khah, M.S. Some new unsymmetrical diimino tetradentate schiff base derived from 3,4-diaminobenzophenone: Synthesis, characterization and the formation constant of Ni(II) and Cu(II) complexes, Journal of the Iranian Chemical Society, 7(4) (2010) 875–882.

Yıl 2023, Cilt: 44 Sayı: 2, 289 - 295, 30.06.2023

Mustafa Bal

https://doi.org/10.17776/csj.1210668

Öz

Anahtar Kelimeler

Tetradentate Schiff base Metal complex Diaminobenzophenone

Kaynakça

  • [1] Ejidike, I.P., Ajibade, P.A., Synthesis, characterization and biological studies of metal(II) complexes of (3E)-3-[(2-{(E)-[1-(2,4-Dihydroxyphenyl) ethylidene]amino}ethyl)imino]-1-phenylbutan-1-one schiff base, Molecules, 20 (6) (2015) 9788–9802.
  • [2] Ramesh, R., Suganthy, P.K., and Natarajan, K. Synthesis, spectra and electrochemistry of Ru(III) complexes with tetradentate schiff bases, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 26 (1) (1996) 47–60.
  • [3] Neelakantan M.A., Marriappan S.S., Dharmaraja J., Jeyakumar T., Muthukumaran K., Spectral, XRD, SEM and biological activities of transition metal complexes of polydentate ligands containing thiazole moiety, Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 71(2) (2008) 628–635.
  • [4] Joseyphus R.S., Nair M.S., Antibacterial and Antifungal Studies on Some Schiff Base Complexes of Zinc(II), Mycobiology, 36 (2) (2008) 93.
  • [5] Kumar, S., Dhar, D.N., and Saxena, P.N. Applications of metal complexes of Schiff bases-A review. Journal of Scientific and Industrial Research. 68 (3), (2009) 181–187.
  • [6] Tümer M., Köksal H., Serin S.,Digrak M., Antimicrobial activity studies of mononuclear and binuclear mixed-ligand copper(II) complexes derived from Schiff base ligands and 1,10-phenanthroline, Transition Metal Chemistry, 24 (1), (1999) 13–17.
  • [7] Ammar, R.A.A. and Alaghaz, A.N.M.A. Synthesis, spectroscopic characterization and potentiometric studies of a tetradentate [N2O2] schiff base, N,N’-bis(2-hydroxybenzylidene)-1,1-diaminoethane and its Co(II),Ni(II),Cu(II) and Zn(II) complexes, International Journal of Electrochemical Science, 8(6) (2013) 8686–8699.
  • [8] de Fátima, Â., Pereira, C. de P., Olímpio, C.R.S.D.G., de Freitas Oliveira, B.G., Franco, L.L., and da Silva, P.H.C. Schiff bases and their metal complexes as urease inhibitors – A brief review, Journal of Advanced Research, 13, (2018) 113–126.
  • [9] More M.S., Joshi P.G., Mishra Y.K., , Khanna P.K., Metal complexes driven from Schiff bases and semicarbazones for biomedical and allied applications: a review, Materials Today Chemistry, 14 (2019) 100-195.
  • [10] I. Khan M., Gul S., Ali Khan, M. Schiff Bases, Their Metallic Derivatives: Highly Versatile Molecules with Biological and Abiological Perspective, Stability and Applications of Coordination Compounds, (2020) 1–15.
  • [11] Demir S., Güder A., Yazicilar T.K., Caglar S., Büyükgüngör O., Syntheses, crystallographic, mass-spectroscopic determination and antioxidant studies of Co(II), Ni(II) and Cu(II) complexes of a new imidazol based Schiff base, Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 150 (2015) 821–828.
  • [12] Romanowski G., Lis T., Chiral oxidovanadium(V) complexes with tridentate Schiff bases derived from S(+)-2-amino-1-propanol: Synthesis, structure, characterization and catalytic activity, Inorganica Chimica Acta., 394 (2013) 627–634.
  • [13] Khandar A.A., Shaabani B., Belaj F., Bakhtiari A., Synthesis, characterization and spectroscopic and electrochemical studies of new axially coordinated cobalt(III) salen (salen = N,N′-bis(salicylidene)-1,2-ethylenediamine) complexes. The crystal structure of [CoIII(salen)(aniline)2]ClO4, Polyhedron, 25(9) (2006) 1893–1900.
  • [14] Sunday Nworie, F. Bis(Salicylidene)Ethylenediamine(Salen) and Bis(Salicylidene)Ethylenediamine-Metal Complexes: from Structure to Biological Activity, Journal of Analytical & Pharmaceutical Research, 3(6) (2016) 1–9.
  • [15] Witt, K., Bożejewicz, D., and Kaczorowska, M.A. N,N’-bis(Salicylidene)ethylenediamine (salen) as an active compound for the recovery of Ni(II), Cu(II), and Zn(II) ions from aqueous solutions. Membranes, 10(4) (2020) 1–15.
  • [16] Tsantis, S.T., Tzimopoulos, D.I., Holyńska, M., and Perlepes, S.P. Oligonuclear actinoid complexes with schiff bases as ligands—older achievements and recent progress. (2020).
  • [17] DiMauro, E.F., Mamai, A., and Kozlowski, M.C. Synthesis, characterization, and metal complexes of a salen ligand containing a quinoline base. Organometallics, 22(4) (2003) 850–855.
  • [18] Tobal, I.E., Bautista, R., Diez, D., Garrido, N.M., and García-García, P. 1,3-cyclohexadien-1-als: Synthesis, reactivity and bioactivities, Molecules, 26 (6) (2021).
  • [19] Asadi, M. and Khah, M.S. Some new unsymmetrical diimino tetradentate schiff base derived from 3,4-diaminobenzophenone: Synthesis, characterization and the formation constant of Ni(II) and Cu(II) complexes, Journal of the Iranian Chemical Society, 7(4) (2010) 875–882.
Toplam 19 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Fiziksel Organik Kimya
Bölüm Natural Sciences
Yazarlar

Mustafa Bal 0000-0003-2576-3947

Yayımlanma Tarihi 30 Haziran 2023
Gönderilme Tarihi 27 Kasım 2022
Kabul Tarihi 7 Haziran 2023
Yayımlandığı Sayı Yıl 2023Cilt: 44 Sayı: 2

Kaynak Göster

APA Bal, M. (2023). Synthesis and Characterization of Tetradentate Schiff Base Ligand Containing 3,4-Diamino Benzophenone and Investigation of Complex Formation with Ni (II), Cu (II) and Co (II) metal ions. Cumhuriyet Science Journal, 44(2), 289-295. https://doi.org/10.17776/csj.1210668