Abstract
Mixed complex ions of Mn (II), Fe (II) and Zn (II), with Schiff base (L) as primary ligand and 8-hydroxyquinoline as a secondary ligand were prepared, in which the condensation of acetophenone and 2- aminophenol was employed for the production of Schiff base. The Schiff base ligand was a lustrous brown crystalline solid with a melting temperature of 240 ℃ that was obtained in a low yield of 36.21%. The metal complexes were produced as solids with dark to deep brown colors that stable to oxidation and decomposed at 310 ℃ to 340 ℃. The complexes’ molar conductance in dimethylformamide (DMF) was determined to range between 3.11 and 4.15 Ω−1cm2mol−1, indicating that they are non-electrolytic in nature. The presence of 11/2 uncoordinated water molecules was detected during the crystallization process in Manganese and iron complexes, while 2 was predicted for the Zn (II) complex. According to the IR- spectrum data, Schiff base ligand does lose the phenolic hydrogen during complexation and is bidentately coordinated to the metal ions by phenolic oxygen (deprotonated) and imine nitrogen (HC = N-) as monobasic ligand. Similar to this, hydroxyquinone coordinated using quinoline nitrogen and deprotonated phenolic oxygen. Data from the experiment suggested that the mixed ligand may be expressed as [ML (HQ)] nH2O with square planar geometry in the four coordinates.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Borchardt, R.A., Rolston, K.V.: Antibiotic shortages: effective alternatives in the face of a growing problem. J. Am. Acad. Phys. Assist. 26(2), 1318 (2013)
Rbaa, M., et al.: Two New 8-hydroxyquinoline derivatives as an efficient corrosion inhibitors for mild steel in hydrochloric acid: synthesis, electrochemical, surface morphological, UV-visible and theoretical studies. J. Molec. Liq. 276, 120–133 (2018)
Kosa, S.A., Al-Zahrani, G., Salam, M.A.: Removal of heavy metals from aqueous solutions by multi-walled carbon nanotubes modified with 8-hydroxyquinoline. J. Ind. Eng. Chem. 181, 159–168 (2012)
Cherdtrakulkiat, R., Boonpangrak, S., Sinthupoom, N., Prachayasittikul, S.: Derivatives (Halogen, Nitro and Amino) of 8-hydroxyquinoline with highly potent antimicrobial and antioxidant activities. Biochem. Biophys. Rep. 6, 135–141 (2016)
Dixita, R.B., Vanpariab, S.F., Patelb, T.S., Jaganib, C.L., Doshia, H.V., Dixit, B.C.: Synthesis and antimicrobial activities of sulfonohydrazide-substituted 8-hydroxyquinoline derivative and its oxinates. Appl. Organomet. Chem. 24, 408–413 (2010)
Qin, Q.P., Chen, Z.F., Qin, J.L., He, X.J.: Studies on antitumor mechanism of two planar platinum (II) complexes with 8-hydroxyquinoline: synthesis, characterization, cytotoxicity, cell cycle and apoptosis. Eur. J. Med. Chem. 92, 302–313 (2015)
Yin, X., Ma, K., Wang, Y., Sun, Y., Shang, X.F., Zhao, Z.: Design, synthesis and antifungal evaluation of 8-hydroxyquinoline metal complexes against phytopathogenic fungi. J. Agric. Food Chem. 68, 11096–11104 (2020)
Mir, M.A., Kumar, A., Madwal, S.P., Jassal, M.M.S.: Synthesis, spectral analysis and anti-microbial properties of Cu, Ag, Au complexes of 2, 5-dihydroxy-1, 4-benzoquinone and 3, 6-dichloro-2, 6-dihydroxy-1, 4-benzoquinone. Results Chem. 3, 100209 (2021)
Suresh, M.S., Prakash, V.: Preparation, characterization and microbiological studies of Cr+3, Mn+2, Co+2, Ni+2, Cu+2, Zn+2 and Cd+2 chelates of schiff base derived from vanillin and anthranilic acid. Int. J. Phys. Sci 5(9), 1443–1449 (2010)
Jayabalakrishnan, C., Natarajan, K.: Catalytic and antimicrobial activities of new ruthenium (II) unsymmetrical Schiff base complexes. Tran. Met. Chem 27(7), 790–794 (2002)
Mohamed, G.G., Omar, M.M., Hindy, A.M.: Synthesis, characterization and biological activity of some transition metals with Schiff base derived from 2-thiophene carboxaldehyde and aminobenzoic acid. Mol. Biomol. Spectrosc 62(4), 1140–1150 (2005)
Omar, M.M., Mohamed, G.G., Ibrahim, A.A.: Spectroscopic characterization of metal complexes of novel Schiff base. Synthesis, thermal and biological activity studies. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 73(2), 358–369 (2009)
Mir, M.A., Ashraf, M.W., Andrews, K.: Synthesis and the formation analysis of Ni (II), Zn (II) and L-glutamine binary complexes in dimethylformamide-aqueous mixture. Results Chem. 3, 100188 (2021)
Raman, N., Joseph, J., Kumar, M., Sujatha, S., Sahayaraj, K.: Insecticidal activity of the schiff-base derived from anthranilic acid and acetoacetanilide and its copper complex on Spodoptera litura (Fab.). J. Biopestic 1(2), 206–209 (2008)
Ahmed, A.A., Yunusa, Y., Umar, H.A.: Synthesis and characterization of Fe(II)and Zn(II) Schiff base complexes. Int. J. Sci. Appl. Res. 2, 8–16 (2017)
Devi, J., Batra, N., Yadar, J., Pachwania, S.: Synthesis, characterization and antimicrobial evaluation of transition metal (II) complexes with isatinimine schiff bases and 8-hydroxyquinoline. J. Appl. Chem. 8, 97–106 (2019)
Usharani, M., Akila, E., Rajavel, R.: Mixed ligand schiff base complexes: synthesis, spectral characterization and antimicrobial activity. J. Chem. Pharmaceut. Res. 4, 726–731 (2012)
Dalha, U., Ahmad, A., Yahaya, S., Kutama, I.U.: Characterization of Ni (II) and Cd (II) metal complexes using Schiff base ligand derived from 2-thiophene carboxyldehyde and 2-aminothophenol. Int. J. Chem. Stud. 9(1), 45–52 (2021)
Ibrahim, A.K., Yusuf, B.A., Hamisu, A.: Synthesis, characterization and antimicrobial studies of Cu (II) and Zn(II) complexes with the schiff base N-salicylidene-4-chloroanaline. Chem. Search J. 8, 68–74 (2017)
Ahmed, A.A., Aliyu, H.N., Yunusa, Y.: Synthesis, characterization and biocidal activity of some schiff base metal (II) complexes. Jordan J. Chem. 15, 95–101 (2020)
Ameram, N., Othman, U.: Synthesis and characteristics of Cr(II), Cu (II), Cd(II), Zn(II) and Mn(II) complexes of schiff base ligand derived from S-Benzyldithiocarbonate and acetophenone with their biological activity studies. 10SR J. Eng. 3, 38–50 (2013)
Ndahi, N.P., Pindiga, Y.N., Sandabe, U.K.: Synthesis, characterization and antibacterial studies of some schiff base complexes of Cr(II), Mn(II) and Zn(II). Asian J. Biochem. Pharmaceut. Res. 2, 308–316 (2012)
El-ajaily, M.M., Abdelkarem, M., Himmet, M., Boghdadi, H.A.: Preparation: spectroscopic characterization and antibacterial activity of new schiff base complexes. Interact. J. Res. Pharmaceut. Biomed. Sci. 3, 1464–1468 (2012)
Yahaya, N.P., Muktar, M.S.: Synthesis, characterization and antimicrobial activity of mixed ligand of schiff base and its metal(II) complexes derived from ampicilin, 3-aminophenol and Benzaldehyde. Sci. J. Chem. 9, 9–13 (2021)
Ahmed, A.A., Aliyu, H.N.: Synthesis, Physicochemical investigation and antimicrobial efficacy of Cr(II) and Mn(II) chelates with bidentate azomethine ligand. Res. J. Chem. Sci. 10, 1–7 (2020)
El-ajaily, M.M., Al-barki, N.S., Maihub, A.A.: Mixed schiff base chelates: synthesis ans spectroscopic investigation. Asian J. Adv. Basic Sci. 4, 123–130 (2016)
Alshamsi, H.A.H., Al-Adilee, K.J., Jaber, S.A.: Thermal decomposition study on solid complexes. Oriental J. Chem. Rev. 2, 809–818 (2015)
Shatha, M.H., Al-Naima, O.: Synthesis, characterization and antibacterial activities and mixed ligand complex of symmetrical schiff base and 8-hydroxquinoline. Saudi J. Pathol. Microbiol. 6, 518–523 (2016)
Mir, M.A.: Synthesis, catalysis and antimicrobial activity of 5d- metal chelate complex of Schiff base ligands. Inorganic Chem. Commun. 142, 109594 (2022)
Mashaly, M.M., Abd-Elwahab, Z.H., Faheim, A.A.: Mixed-ligand complexes of a schiff base, 8-hydroxyquinoline and oxalic acid with Cu (II), Ni (II), Zn (II), and Fe (III) ions: pyrolytic products and biological activities. Synth. React. Inorganic Metal-Organic Chem. 34, 233–268 (2004)
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2024 The Author(s), under exclusive license to Springer Nature Switzerland AG
About this paper
Cite this paper
Mir, M.A., Hasnain, S.M. (2024). Mixed Schiff Base and 8-hydroxyquinoline Complexes with Manganese, Iron and Zinc– Synthesis, Characterization and Properties. In: Kim, J., Chen, Z. (eds) Trends in Environmental Sustainability and Green Energy. CGEEE 2023. Springer Proceedings in Earth and Environmental Sciences. Springer, Cham. https://doi.org/10.1007/978-3-031-52330-4_13
Download citation
DOI: https://doi.org/10.1007/978-3-031-52330-4_13
Published:
Publisher Name: Springer, Cham
Print ISBN: 978-3-031-52329-8
Online ISBN: 978-3-031-52330-4
eBook Packages: Earth and Environmental ScienceEarth and Environmental Science (R0)