Applied Chemistry Today

Applied Chemistry Today

Synthesis, Characterization, Fluorescence and Electrochemical Studies of New Ferrocene Schiff base ligand Containing Nitrogen Donor Atoms and Its Palladium(II), Nickel(II) and Copper(II) Complexes

Document Type : Original Article

Authors
Parvaneh Abbasi 1
Bita Shafaatian 2
1 School of Chemistry, Damghan University, damghan, Iran
2 School of Chemistry, Damghan University, Damghan, Iran
10.22075/chem.2020.15433.1486
Abstract
A new bidentate Schiff base ligand was derived from the 2:1 molar condensation of ferrocenecarboxaldehyde with 3,4-diaminobenzophenone. Palladium, nickel and copper complexes were obtained by the reaction of the bidentate Schiff base ligand with palladium(II) acetate, nickel(II) acetate tetrahydrate and copper(II) acetate monohydrate in 1:1 molar ratio. In palladium, nickel and copper complexes the ligand was coordinated to metals via the imine N atoms. The fluorescence properties of the Schiff base ligand and its complexes were studied in DMSO. The molar conductivity values of complexes in acetone solvent implied the presence of non-electrolyte species. Electrochemical properties of the ligand and its metal complexes were investigated in the DMSO solvent at the 100 mVs−1 scan rate. The ligand and its metal complexes showed both reversible and irreversible processes at this scan rate. The products were characterized by FT-IR, 1H NMR, UV-Vis spectroscopies, elemental analysis, and conductometry.
Keywords
Schiff Base
Ferrocene
Nickel(II) complex
copper(II) complex
Fluorescence
Electrochemistry
[1] A. Togni, T. Hayashi, Ferrocenes Homogenous Catalysis, Organic Synthesis, Materials Science, VCH, Weinheim, Germany, (1995).
[2] N. Raman, S. Sobha, A. Thamaraichelvan, Spectrochimica Acta A, 78 (2011) 888.
[3] Zh. Liu, Y. Ci, L. H. Hu, Y.J., Yin, J., Hu, P.Z., Thermochimica Acta, 440 (2006) 51.
[4] A. Soleymanpour, B. Shafaatian, K. Kor, A.R. Hasaninejad, Monatshefte für Chemie, 143 (2012) 181.
[5] S.N. Pandeya, D. Sriram, G. Nath, E. De Clercq, Helvetica Chimica Acta, 74 (1999) 11.
[6] S.N. Pandeya, D. Sriram, G. Nath, E. De Clercq, Arzneimittel Forschung, 50 (2000) 55.
[7] M. Salehi, M. Kubicki, M. Jafari, M. Galini, F. Soleimani, Journal of Applied Chemistry, 13 (2019) 103.
[8] J.L. Kelley, J.A. Linn, D.D. Bankston, C.J. Burchall, F. E. Soroko, B.R. Cooper, Journal of Medicinal Chemistry, 38 (1995) 3676.
[9] T. Kondori, N. Akbarzadeh, Journal of Applied Chemistry, 13 (2019) 29.
[10] B. Shafaatian., A. Baharian, Phosphorus, Sulfur Silicon and the Related Elements, 192 (2017) 1102.
[11] K. Nakamoto, Infrared Spectra of Inorganic and Coordination Compounds, New York: John Wiley and Sons, (1986) 137.
[12] A.Z. EL-Sonbati, A.A. EL-Bindary, A.A. AL-Sarawy, Spectrochimica Acta A, 58 (2002) 2771.
[13] F.A. Abdlseed, M.M. EL-ajaily, International Journal of Pharmaceutical Technology and Research, 1 (2009) 1097.
[14] N. Mohammadi, A. Ganesan, C.T. Chantler, F. Wang, Journal of Organometallic Chemistry, 713 (2012) 51.
[15] E.R. Lippincott, R.D. Nelson, Spectrochimica Acta A, 10 (1958) 307.
[16] T.P. Gryaznova, S.A. Katsyuba, V.A. Milyukov, O.G. Sinyashin, Journal of Organometallic Chemistry, 695 (2010) 2586.
[17] P. Tomasik, Z. Ratajewicz, The Chemistry of Heterocyclic Compounds, Pyridine Metal Complexes, New York: John Wiley and Sons, (2009), 78.
[18] B. Shafaatian, A. Soleymanpour, N. Kholghioskouei B. Notash, S.A. Rezvani, Spectrochimica Acta A, 128, P. 363 (2014).
[19] B. Shafaatian, M. Hashemibagha, B. Notash, S.A. Rezvani, Journal of Organometallic Chemistry, 791 (2015) 51.
[20] B. Shafaatian, M. Atghaei, S.A. Rezvani, Journal of Chinese Chemical Society, 64 (2017) 1524.
[21] R. Siddiqui, A.P. Raj, A.K. Saxena, Synthesis and Reactivity of Inorganic Metal Organic Chemistry, 26 (1996) 1189.
[22] A. W. Czarnik, Chemical Biology, 2 (1995) 423.
[23] A. W. Varnes, , R.B. Dodson, , E.L. Wehry, Journal of American Chemical Society, 94 (1972) 946.
[24] D. Das, B.G. Chand, K.K. Sarker, J. Dinda, C. Sinha, Polyhedron, 25 (2006) 2333.
[25] V. Geary, Coordination Chemistry Reviews, 7 (1971) 81.
[26] S. Bask, S. Sen, S. Banerjee, S. Mitra, G. Rosair, M.T.G. Rodriguez, Polyhedron, 26 (2007). 5104.
[27] G. Wang, J.C. Chang, Synthesis and Reactivity of Inorganic Metal Organic Chemistry, 24 (1994) 1091.
[28] I.C. Santos, Vilas-Boas, M.ّF.M. Piedade, C. Friere, M.T. Duarte, B. De Castro, Polyhydron, 19 (2000) 655.
[29] L. Gomes,E.S. Periera, B. De Castro, Inorganica Chimica Acta, 271 (2000) 83.
[30] A. Kapturkiewicz, B. Behr, Inorganica Chimica Acta, 69 (1983) 247.
[31] C. Freire, B. De Castro, Journal of Chemical Society, Dalton Transactions, (1998) 1491.
[32] F. Mohammadtabar, B. Shafaatian, A. Soleymanpour, B. Notash, S.A. Rezvani, Transition Metal Chemistry, 41 (2016) 475.
[33] B. Shafaatian, Z. Ozbakzaei, B. Notash, S.A. Rezvani, Spectrochimica Acta A, 140 (2015), 248.
[34] B. Shafaatian, E. Maasoumi, Journal of Chinese Chemical Society, 62 (2015) 349.
[35] S. Zolezzi, E. Spodine, A. Decinti, Polyhedron, 21 (2002) 55.
Applied Chemistry Today
Volume 15, Issue 55
Spring 2020
Pages 111-124