Synthesis and characterization of palladium(II) and platinum(II) mixed ligand complexes of the type [M(bpozs)2(dppf)]Cl2, bpozs=2-(benzylthio)-5-phenyl-1,3,4-oxadiazole

Rezan A. Saleh; Hikmat A. Mohammad

doi:10.21271/ZJPAS.33.1.9

Authors

Rezan A. Saleh Department of Chemistry, College of Education, Salahaddin University-Erbil, Kurdistan Region, Iraq
Hikmat A. Mohammad Department of Chemistry, College of Education, Salahaddin University-Erbil, Kurdistan Region, Iraq

DOI:

https://doi.org/10.21271/ZJPAS.33.1.9

Keywords:

palladium(II), platinum(II), diphosphine, oxadiazole.

Abstract

Treatment of [PdCl₂(dppf)].CH₂Cl₂ or [PtCl₂(dppf)] with two moles of 2-(benzylthio)-5-phenyl-1,3,4-oxadiazole (bpozs) in (ethanol: chloroform) solvents for (2 h) afford [M(bpozs)₂(dppf)]Cl₂ in good yield. The synthesized ligand and complexes were identified using FT-IR, ¹H-NMR,¹³C-NMR,¹³P-NMR, CHNS analysis, Uv-Visible spectra and conductivity measurements. The physiochemical data indicated that the prepared complexes have square planar geometries and the metal ions coordinate with the ligands through two phosphorous atoms of (dppf) and nitrogen atom of (bpozs).

References

Adil, A. 2017. Synthesis and Spectroscopic Studies of Novel Transition Metal Complexes with 5-Phenyl-2-[2-Hydroxy pyridylacethydrazide]-1,3,4-Oxadiazole, Der. Pharma. Chemica., 9(4), 48-52.

Al-Azzawi, A. and Hamd, A. 2013. Synthesis, characterization and antimicrobial activity evaluation of new cyclic imides 1, 3, 4-thiadiazole and 1, 3, 4-oxadiazole, Int. J. Res. Pharm. Chem. 3 (4), 890-897.

Al-Jibori, S., Afra, S., Modher, Y. and Talal, A. (2007). Mixed ligand palladium(II) and platinum(II) complexes of tertiary diphosphines and benz-1,3-imidazoline-2-thione, benz-1,3-oxazoline-2-thione or benz-1,3-thiazoline-2-thione., Transition Metal Chemistry, 32, 281–286.

Al-Jibori, S., Al-Nassiry, A., Hogarth, G. and Salassa, L. 2013. Platinum and palladium bis (diphenylphosphino) ferrocene (dppf) complexes with heterocyclic N-acetamide ligands: Synthesis and molecular structures of [MCl(sac)(κ2-dppf)](M = Pt, Pd, sac = saccharinate), [PtCl(ata)(κ2-dppf)] and [Pt(ata)2(κ2-dppf)](ataH = N-(2-thiazolyl) acetamide), Inorganica Chimica. Acta., 398, 46-53.

Al-Jibori, S., Al-Nassiri, I., Al-Hayaly, L. and Jassim, A. 2002. Mixed ligand transition metal complexes of tertiary phosphines and 5-phenyl-l, 3, 4-oxadiazole-2-thione, Transition metal chemistry, 27 (2), 191-195.

Al-Jibori, S., Birgul, S., Safaa, A., Ahmet, K., Harry S., Christoph W. and Graeme H. 2015. Palladium(II) benzisothiazolinate (bit) complexes with amino-,

acetylamino-, heterocyclic and phosphine co-ligands. Crystal structure of [Pd(bit)2(к2-dppe)]-2EtOH, Inorganica Chimica Acta., 436, 7–15.

Al-Jibori, S., Khaleel, T., Ahmed, S., Al-Hayaly, L., Merzweiler, K., Wagner, C. and Hogarth, G. 2012. Heteroleptic palladium (II) and platinum (II) complexes of 1, 1-bis (diphenylphosphino) ferrocene (dppf) and heterocyclic thionates: Crystal structures of [Pt(Phozt)2(κ2-dppf)](PhoztH= 5-phenyl-1, 3, 4-oxadiazole-2-thione) and [Pd (bzoxt)2(κ2-dppf)](bzoxtH= benz-1, 3-oxazoline-2-thione), Polyhedron, 41 (1), 20-24.

Almajan, G., Barbuceanu, S., Saramet, I., Dinu, M., Doicin, C. and Draghici, C. 2008. Synthesis and biological evaluation of various new substituted 1, 3, 4-oxadizole-2-thiols, Revista Chim., 59 (4), 395-399.

Aras, N., Hassan, A. 2018, Synthesis and spectroscopic study of 1,2-thiazine system incorporating various ester groups, ZANCO Journal of Pure and Applied Sciences, 30 (1); 44-55.

Bhava, P., Tharmaraj, P., Muthuraj, V. and Umadevi, M. 2013, Synthesis, spectral characterization, biological screening and DNA studies Of 2-(5-mercapto-[1, 3, 4]-oxadiazol-2-yl)phenol transition metal (II) complexes, International Journal of Engineering and Science, 2 (12), 16-25.

Giovanni, S. and Alessio, T. 2019. Metal Complexes of Oxadiazole Ligands: An Overview, Int J Mol Sci., 20(14), 1-17.

Ivana, V. and Marija, D. (2017) Reactions of platinum(II) complexes with sulfur and nitrogen containing biomolecules: selective intermolecular migration of the thioether-bound platinum(II) complex to the N7 nitrogen atom of guanosine-5'-monophosphate, Ser. J. Clin Res., 1, 1-6

Jensen, K. and Nielsen, H. 1963. Infrared spectra of some organic compounds of group (VB) elements, Acta Chem. Scand., 17, 1875-1885.

Joshi, S., More, U., Kulkarni, M., Nelaguddad, K. and Kulkarni, V. 2015. Combined pharmacophore and molecular docking-based in silico study of some pyrrolyl 1, 3, 4-oxadiazole benzothioate derivatives, Rgush Journal Pharm. Science, 5 (2), 69-80.

Kumar, L., Naik, P., Naveen, M., Chandrasekhar, T., Reddy, A., Penchalaiah, N. and Swamy, G. 2014. Synthesis and biological evaluation of some new 2, 5-disubstituted 1, 3, 4-oxadiazoles from 3-(arylsulfonyl) propanehdrazides, Indian Journal of Chemistry, 53, 208-211.

Lobana, T., Verma, R., Hundal, G. and Castineiras, A. 2000. Metal–heterocyclic thione interactions.: 12. Heterocyclic 2-thiolates of platinum (II) and palladium (II): the crystal structures of first examples of cis-[M(η1-S-pyridine-2-thiolato)2 (L-L)]{M = Pt, Pd, L-L = 1,2-bis (diphenylphosphino) ethane; M= Pt, L-L= 1, 2-bis (diphenylphosphino) ethene} complexes, Polyhedron, 19 (8), 899-906.

Nur, R., Fariza, J., Mohd, R., Syahrina, N., Nur, A., Amirrudin, M., Nor, F. and Rozie, S.2018. New Silver Complexes with Mixed Thiazolidine and Phosphine Ligands as Highly Potent Antimalarial and Anticancer Agents, Hindawi Journal of Chemistry,1-11.

Paulo, P., Vitor, S. and Marco, E. 2018. 1,2,4- and 1,3,4-Oxadiazoles as Scaffolds in the Development of Antiparasitic Agents, J. Braz. Chem. Soc., 29 (3), 435-456.

Pirimova, M., Kadirova, S., Ziyayev, A. and Parpiyev, N. 2020. Synthesis and Research of New Mixed Metal Complexes Cо(II), Ni(II), Cu(II) and Mn(II)Based on Ammonium Vanadate and 5-Phenyl-1,3,4-Oxadiazole-2-(3H)-thione, Journal of Critical Reviews, 7 (11), 464-471.

Puxty, G., Bjelosevic, H., Persson, T. And Elmroth, S. 2005. A comparative kinetic study of modified Pt(dppf)Cl2 complexes and their interactions with L-cys and L-met., Dalton Transactions, (18), 3032-3038.

Rangappa, S., Ashwini, P., Mukunthan, K., Panchangam, M., Gundibasappa, K. and Punchappady, D. 2019. Design, synthesis, and pharmacology of some oxadiazole and hydroxypyrazoline hybrids bearing thiazoyl scaffold: antiproliferative activity, molecular docking and DNA binding studies, Heliyon 5 Elsevier Ltd., 1-30.

Rezan, A., Hikmat, A., Thomas, I. and Eric, C. 2017. Synthesis and Characterization of Mono and Mixed Ligand,

Ni(II), Pd(II) and Pt(II) Complexes of S-5-Phenyl -1, 3, 4-Oxadiazole-2-yl Benzothioate with some Tertiary Diphosphines Ligands, AIP Conference Proceedings, 2-22.

Riyadh, M. 2016. Newmetal complexes of oxadiazole-2-thione-based ligands; Synthesis and structural characterization, ChemXpress, 9(2), 178-182.

Sutton, D. 1968. Electronic spectra of transition metal complexes: an introductory text. McGraw-Hill.

Tank, M. and Acharya, G. 2013. Synthesis and antimicrobial study of some transition metal complexes of novel bidentate heterocyclic ligand: 3-(((8-hydroxyquinolin-5-yl) amino) methyl)-5-phenyl-1, 3, 4-oxadiaz ole-2 (3H)-thione (HAMPOTe), Universal Journal of Pharmacy, 2 (6), 78-82.

Zainab, M. and Hameedi N. 2020. Synthesis, Characterization, Antimicrobial and Anticorrosion of Studies New 2-(5-(2-(5-hydrazinyl-1,3,4-thiadiazole-2-yl) hydrazinyl)-1,3,4-oxadiazole-2-yl) Phenol With Some Transition Metal Ions, Sys. Rev. Pharm., 11 (3), 840 849.