Synthesis and photophysical study of divalent complexes of chelating Schiff base

Authors

  • Alaa A. Rashad Department of Chemistry, College of Science, Al-Nahrain University, Baghdad, Iraq
  • Farah M. Ibrahim Department of Chemistry, College of Science, Al-Nahrain University, Baghdad, Iraq
  • Ahmed Ahmed Department of Chemistry, College of Science, Al-Nahrain University, Baghdad, Iraq
  • Ekhlas A. Salman Department of Chemistry, College of Science, Al-Nahrain University, Baghdad, Iraq
  • Evon Akram Department of Chemistry, College of Science, Al-Nahrain University, Baghdad, Iraq

DOI:

https://doi.org/10.47419/bjbabs.v1i01.27

Keywords:

energy gap, morphology, triazole metal (II) complexes, triazole Schiff base

Abstract

Background: Schiff base compounds derivative from1,2,4-triazole, and their transition metal complexes play an essential role in coordination and bioinorganic chemistry due to biological and industrial applications.

Objectives: This work aims to prepare and characterize 1,2,4-triazole Schiff base and its complexes with a theoretical study, photophysical properties, and surface morphology for these complexes.

Methods: 1,2,4-triazole Schiff base prepared by condensation reaction between 4-Amino-3-mercapto-5-phenyl-4H-1,2,4-triazole and 2-hydroxy-1-naphthaldehyde, then Schiff base reacted with Co2+, Ni2+, and Cu2+ ions, the synthesized 1,2,4-triazole Schiff base, and its complexes were characterized by infrared spectra, magnetic susceptibility, conductivity measurements, photophysical properties, and surface morphology measured by atomic force microscopy. The practical results were reinforced with a theoretical study, using PM3 calculation and HyperChem program, for these Schiff base complexes. Then, the proposed structures of the prepared complexes.

Results: 1,2,4-triazole Schiff base act as a chelate ligand. The coordination has occurred through the oxygen of the phenolic group O-H and the nitrogen of the imine group N=C of Schiff base with divalent metal ions. Cobalt complex has a tetrahedral geometry, while the nickel and copper complexes have square planar geometries. The stability of all compounds was studied by calculating the energy gap by diffuse reflectance spectroscopy and theoretical calculations. Copper Schiff base is a more stable complex due to the lower value of the energy gap, and the copper Schiff base complex is more semiconductivity than the other complexes. Surface morphology, properties of chelating Schiff base ligand and its complexes measured by atomic force microscopy, cobalt Schiff base complex is higher roughness. The bond length of (-C=N-), (-C-O-),(M-O), and (M-N) are affected in the coordination with metal ions, the bond length of the square planar geometry more affected than tetrahedral geometry.

Conclusions: All compounds were prepared successfully, characterized, and photophysical properties were studied.

Metrics

Metrics Loading ...

Downloads

Download data is not yet available.

References

Kuddushi M, Malek M, Patidar VL, Patel MS, Rk P, Article DRR. Int J Recent Sci Res. 2018;9:26026–26030. Available from: 10.24327/IJRSR.

Kareem M, Salman, Synthesis A. Characterization and antimicrobial studies of transition metal complexes with Azo ligand derivative from 4- Aminoantipyrine. Mesopotemia Environ J. 2017;p. 83–91.

Mohanambal D, Aa S, Synthesis. Characterization and antimicrobial activity of some novel Schiff base 3d transition metal complexes derived from dihydropyrimidinone and 4-Aminoantipyrine. Res J Chem Sci. 2014;4(7):1–7.

Siddappa K, Mayana NS. Synthesis, spectroscopic characterization, and biological evaluation studies of 5-Bromo-3-(((hydroxy-2-methylquinolin-7-yl)methylene)hydrazono)indolin-2-one and its metal (II) complexes. Bioinorg Chem Appl. 2014;2014:1–11. Available from: 10.1155/2014/483282. DOI: https://doi.org/10.1155/2014/483282

Ahmad N, Anouar EH, Tajuddin AM, Ramasamy K, Yamin BM, Bahron H. Synthesis, characterization, quantum chemical calculations and anticancer activity of a Schiff base NNOO chelate ligand and Pd(II) complex PLoS One. 2020;15:1–17. Available from: 10.1371/journal.pone.0231147. DOI: https://doi.org/10.1371/journal.pone.0231147

Ângelo de Fátima, de Paula Pereira C, Olímpio CRSDG, de Freitas Oliveira BG, Franco LL, da Silva PHC. Schiff bases and their metal complexes as urease inhibitors - A brief review. J Adv Res. 2018;13:113–126. Available from: 10.1016/j.jare.2018.03.007. DOI: https://doi.org/10.1016/j.jare.2018.03.007

Sakhare DT. Synthesis, characterization of schiff bases and biological activities of their transition metal complexes-review. Int J Adv Sci Eng. 2020;06(04):1538–1544. Available from: 10.29294/ijase.6.4.2020.1538-1544. DOI: https://doi.org/10.29294/IJASE.6.4.2020.1538-1544

Boceiri N, Benabdallah T, Youcef MH, Reffas H. Synthesis and Characterization of a Novel Series of Amphiphilic Mercapto-1,2,4-Triazole Schiff Base Ligands: Investigation of their Behavior in Hydro-Organic Solutions. J Surfactants Deterg. 2016;19(3):583–597. Available from: 10.1007/s11743-016-1811-1. DOI: https://doi.org/10.1007/s11743-016-1811-1

Fonkui TY, Ikhile MI, Ndinteh DT, Njobeh PB. Microbial activity of some heterocyclic Schiff bases and metal complexes: A review. Trop J Pharm Res. 2019;17(12):2507–2518. Available from: 10.4314/tjpr.v17i12.29. DOI: https://doi.org/10.4314/tjpr.v17i12.29

Ommenya FK, Nyawade EA, Andala DM, Kinyua J. Synthesis, characterization and antibacterial activity of Schiff base, 4-Chloro-2-{(E)-[(4-Fluorophenyl)imino]methyl}phenol metal (II) complexes. J Chem. 2020;2020:1–8. Available from: 10.1155/2020/1745236. DOI: https://doi.org/10.1155/2020/1745236

Mohamed GG, Mahmoud WH, Diab MA, El-Sonbati AZ, Abbas SY. Synthesis, characterization, theoretical study and biological activity of Schiff base nanomaterial analogues. J Mol Struct. 2019;1181:645–659. Available from: 10.1016/j.molstruc.2019.01.007. DOI: https://doi.org/10.1016/j.molstruc.2019.01.007

Ibrahim FM. Polyether hexadentate Schiff base ligand with trivalent chromium, iron, cobalt ions. J Al-Nahrain Univ Sci. 2017;20(4):1–6. DOI: https://doi.org/10.22401/JNUS.20.4.01

Bharati KT, Gujarathi DB, Tryambake PT, Hase GJ, Gaikwad RK, Khatal MB. Preparation of Schiff base of 1, 2, 4-Triazole-4-amine with 3-Nitrobenzaldehyde, its complexation with Cu (II) and Zn (II) and antimicrobial activity of complexes. Der Chem Sin. 2017;8(2):223–231.

Ahmed AA, Ahmed DS, El-Hiti GA, Alotaibi MH, Hashim H, Yousif E. SEM morphological analysis of irradiated polystyrene film doped by a Schiff base containing a 1,2,4-triazole ring system. Appl Petrochem Res. 2019;9:169–177. Available from: 10.1007/s13203-019-00235-6.

Modi JA, Desai KR, Lokhandwala SR. Synthesis of Novel 1 , 2 , 4-Triazoles and their Schiff Base Derivatives and Evaluating their Antimicrobial Activity. World J Pharm Pharm Sci. 2014;3(3):1875–85.

Ali AA, Bi AA. triazole-4-yl ) imino ) methyl ) -2-methoxyphenol and its complexes with Zr ( IV ), Cd ( II ) and Sn ( II ) ions. Iraqi J Sci. 2015;56(2):1274–88.

Gaber M, El-Ghamry HA, Fathalla SK. Ni(II), Pd(II) and Pt(II) complexes of (1H-1,2,4-triazole-3-ylimino)methyl]naphthalene-2-ol. Structural, spectroscopic, biological, cytotoxicity, antioxidant and DNA binding. Spectrochim Acta A Mol Biomol Spectrosc. 2015;139:396–404. Available from: 10.1016/j.saa.2014.12.057. DOI: https://doi.org/10.1016/j.saa.2014.12.057

V NR, Tr P, Angadi SD, Synthesis. Synthesis, characterization and biological activities of Cu(II), Co(II), Ni(II), Mn(II) and Fe(III) complexes with Schiff base derived from 3-(4-Chlorophenoxymethyl)-4-amino-5-mercapto-1,2,4-triazole. J Chem. 2008;5(3):529–567. Available from: 10.1155/2008/690535. DOI: https://doi.org/10.1155/2008/690535

Tyagi P, Tyagi M, Agrawal S, Chandra S, Ojha H, Pathak M. Synthesis, characterization of 1,2,4-triazole Schiff base derived 3d- metal complexes: Induces cytotoxicity in HepG2, MCF-7 cell line, BSA binding fluorescence and DFT study. Spectrochim Acta A Mol Biomol Spectrosc. 2017;171:246–257. Available from: 10.1016/j.saa.2016.08.008. DOI: https://doi.org/10.1016/j.saa.2016.08.008

Nagaveni VB, Mahadevan KM, Vijayakumar GR, Nagabhushana H, Naveen S. Synthesis, crystal structure and excellent photoluminescence properties of copper (II) and cobalt (II) complexes with Bis. J Sci Adv Mater Devices. 2018;3(1):51–59. Available from: 10.1016/j.jsamd.2018.01.001.

Ahmed AA, Ahmed DS, El GA, Mohammad H, Alotaibi H, Hashim H. SEM morphological analysis of irradiated polystyrene film doped by a Schiff SEM morphological analysis of irradiated polystyrene film doped by a Schiff base containing a 1 , 2 , 4 - triazole ring system. Appl Petrochemical Res. 2019;Available from: 10.1007/s13203-019-00235-6. DOI: https://doi.org/10.1007/s13203-019-00235-6

Agalave SG, Maujan SR, Pore VS. Click chemistry: 1,2,3-triazoles as pharmacophores. Chem Asian J. 2011;6(10):2696–718. Available from: 10.1002/asia. 201100432. DOI: https://doi.org/10.1002/asia.201100432

Nagaveni VB, Mahadevan KM, Vijayakumar GR, Nagabhushana H, Naveen S, Lokanath NK. Synthesis, crystal structure and excellent photoluminescence properties of copper (II) and cobalt (II) complexes with Bis(1[(4-butylphenyl)imino]methyl naphthalen-2-ol) Schiff base. J Sci Adv Mater Devices. 2018;3(1):51–58. Available from: 10.1016/j.jsamd.2018.01.001. DOI: https://doi.org/10.1016/j.jsamd.2018.01.001

Stan CS, Horlescu P, Sutiman D, Mita C, Peptu C, Fortuna ME, et al. New complexes of 2-(1H-1, 2, 4-Triazol-3-YL) pyridine with Co(II), Cd(II), Rh(III), ions: Synthesis, structure, properties, and potential applications. Environ Eng Manag J. 2015;14(2):389–397. Available from: 10.30638/eemj.2015.040. DOI: https://doi.org/10.30638/eemj.2015.040

Jber NR, Rashad AA, Shihab MS. Effects of carbon nanotubes on the physical properties of a nematic liquid crystal N-(4′-methoxybenzylidene)-4-butylaniline. J Mol Struct. 2013;1043:28–36. Available from: 10.1016/j.molstruc.2013.03.056. DOI: https://doi.org/10.1016/j.molstruc.2013.03.056

Islam MJ, Zannat A, Kumer A, Sarker N, Paul S, Zannat A. The prediction and theoretical study for chemical reactivity, thermophysical and biological activity of morpholinium nitrate and nitrite ionic liquid crystals: A DFT study. Adv J Chem A. 2019;2(4):316–326. Available from: 10.33945/SAMI/AJCA.2019.4.5. DOI: https://doi.org/10.33945/SAMI/AJCA.2019.4.5

Published

30-10-2020

How to Cite

Synthesis and photophysical study of divalent complexes of chelating Schiff base. (2020). Baghdad Journal of Biochemistry and Applied Biological Sciences, 1(01), 5-17. https://doi.org/10.47419/bjbabs.v1i01.27

##plugins.generic.badges.manager.settings.showBlockTitle##

Share