Mixed Ligand of Mercury (II) Complexes of 4-Flouro-2-Cyanoaminothiophenolate with Amine or Triphenylphosphine as Co-Ligand doi.org/10.26538/tjnpr/v5i3.4
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Abstract
The coordination chemistry of benzothiazole and its derivatives with mercury (II) has been in focus because of the prominent role it plays in biological systems. This study was aimed at synthesizing and characterizing some new complexes of mercury (II) with mixed ligands of 4-flouro-2-cyanoaminothiophenolate and 2,2'-bipyridine, 1,10-phenanthroline, ethylenediamine, 2-aminopyridine, 2-amino-3-methyl-pyridine or triphenylphosphine. The complexes were synthesized and characterized using the infrared spectrophotometry and nuclear magnetic resonance (NMR). Melting point and conductivity were measured on Gallenkamp melting point-device and digital conductivity meter, respectively. The results showed that the 2-cyanoaminothiophenolate ligand was bonded through the nitrogen of amino group and sulfur atoms. The diamine ligands (en, Phen, Bipy) were coordinated as bidentate, chelating through the nitrogen atoms, while the mono amine (2-amino pyridine, 2-amino-3-methylpyridine) were coordinated through the nitrogen of the heterocyclic ring, to afford a tetrahedral geometry around the Hg(II) ion.
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Koul MK and Dubey KP. Studies on some metal bisthiosalicylato mercurates. J Inorg Nucl Chem. 1973;
(7):2567-2571.
Tandon SN, Srivastava PK, Joshi SR. 2-Aminobenzothiazole as a selective reagent for the
extraction of mercury (II). J Radioanal Cem. 1971; 8:123-126.
Al-Jibori SA, Al-Janabi ASM, Ali HA, Sami N, Aziz BK, Barbooti MM, Basak-Modi S. Synthesis, characterization and thermal studies of mixed ligand mercury (II) complexes of N-hydroxymethylsaccharin (Sac-CH2OH) and phosphine or heterocyclic amine co-ligands. Res J Chem Sci. 2017; 7(10):1-5.
Stricks W, Kolthoff IM, Heyndrickx A. Formation and properties of various mercuric mercapto thioglycolates formed in reactions between mercuric and thioglycolic. Acid J Am Chem Soc. 1954; 76(6):1515-1519.
Edward JD, Hughes MN, Rutt KJ. Complexes of thiazoles, Part II. Complexes of 2-Amino-, 2-Chloro-, and 2-Methylbenzothiazole with Co (II), Ni(II), Cu(II) and Zn(II) Salts. J Chem Soc. 1969; 0:2101-2105.
Tandon SN, Srivastava PK, Joshi SR. 2-Amino-4-methylthiazole as a reagent for the gravimetric
determination and extraction of mercury (II). Anal Chim Acta. 1972; 59(2):311-315.
Blower PJ and Dilworth JR. Thiolato-complexes of the transition metals. Coord. Chem Rev. 1987; 76:121-185.
Kuehn CG and Isied SS. Some aspects of the reactivity of metal ion-sulfur bonds. Prog Inorg Chem. 1980; 27:153-164.
Shi JC, Wen TB, Zheng Y, Zhong SJ, Wu DX, Liu QT, Kang BS, Wu BM, Mak TCW. Palladium complexes with simultaneous O:S coordination, syntheses, structures and characterization of complexes with 2-mercaptophenol or 2-mercaptopyridine N-oxide, Polyhedron. 1997; 16:369-375.
Mitchell KA and Jensen CM. Synthesis, characterization, and reactivity of platinum cysteinato and related thiolato complexes: Molecular structure of Pt2 (mu-N-acetyl-Lcysteine-S)2(bpy)2. Inorg Chem.1995; 34:4441-4447.
Jarrett PS, Omn D, Pj S. Amphiphilic bis (thiolato)-nickel (II), -palladium (II) and -platinum (II) complexes with diphosphine or phosphinoarsine ligands. J Chem Soc Dalton Trans.1993:1863-1874.
Reedijk J, Wilkinson G, Gillard RD, McCleverty JA. Comprehensive Coordination Chemistry, Pergamon,
Oxford. 1987; 2:432.
Constable EC and Steel PJ. Coord. Chem Rev., N, N′-Chelating biheteroaromatic ligands; a survey, 1989; 93:205-223.
Bharara MS, Parkin S, Atwood DA, Mercury(II) 2-Aminoethanethiolate Clusters: Intramolecular
Transformations and Mechanisms. Inorg Chem. 200; 45:7261-7268.
Bharara MS, Parkin S, Atwood DA, Solution and Solid-State Study of Heteroleptic Hg(II)-Thiolates: Crystal Structures of [Hg4I4(SCH2CH2NH2)4] and [Hg4I8(SCH2CH2NH3)2]n·nH2O. Inorg Chem. 2006;
:2112-2118.
Jensen KA, Nrelsen PH. Infrared Spectra of Some Organic Compounds of Group V B Elements. Acta Chem Scand. 1963; 17:1875-1886.
Jenson TR, McGinley J, McKee V, McKenzie CJ, Monodmit Phosphine Complexes: A Layered architecture for the Crystal Structure of the Neutral Coordination Polymer [Hg(C3S5)(dppe)]n. Acta Chem Scand. 1998; 52:622-631.
Al-Jibori SA, Irzoqi AA, Al-Saraj EGH, Al-Janabi A S M, Basak-Modi S, Ghosh S, Merzweiler K, Wagner C, Schmidt H, Hogarth G, Formation of ortho-cyanoaminothiophenolate ligands with versatile binding modes via facile carbon–sulfur bond cleavage of 2-aminobenzothiazoles at mercury(II) centres. J Dalton Trans. 2015; 44:14217-14219.
Carcanague D, Shue YK, Wuonola MA, Nickelsen MU, Joubran C, Abedi JK, Jones J, Kuhler TC, Novel Structures Derived from 2-[[(2-Pyridyl)methyl]thio]-1Hbenzimidazole as Anti-Helicobacter pylori Agents, Part 2. J Med Chem. 2002; 45:4300-4309.
Crutchley RJ. Phenylcyanamide ligands and their metal complexes, Coord. Chem Rev., 2001; 219-222:125-155.
Silverstein RM, Webster FX, Kiemle DJ. Spectrometric Identification of Organic Compounds, 7th ed., John Wiley & Sons, Inc., Hoboken, 2005.
Pretsch E, Buhlman P, Baderscher M. Structure Determination of Organic Compounds, 4th ed., Springer, Verlag Berlin Heidelberg, 2009.
Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds, part B, 6th ed., John Wiley & Sons, Inc., Hoboken, New Jersey, 2009.
Al-Jibori SA, Hameed WJ, Al-Janabi ASM, Basak-Modi S, Ghosh S, Wagner C, Hogarth G. Comparative study of the coordination of saccharinate, thiosaccharinate and benzisothiozolinate ligands to cyclometalated [Pd(Me2NCH2C6H4-2-N,C)(-Cl)]2: molecular structures of [Pd(Me2NCH2C6H4-2-N,C)(-X)]2 (X = sac, bit and tsac) and [Pd(Me2NCH2C6H4-2N,C)Cl(ampyH-1-N)] (ampyH = 2-amino-3-methylpyridine). Inorg Chim Acta. 2018; 479:197-202.
Al-Jibori SA, Al-Jibori AR, Mohamad HA, Al-Janabi ASM, Wagner C, Hogarth G. Synthesis and reactivity
towards amines of benzisothiazolinate-bridged paddlewheel dimers [M2(μ-bit)4.2H2O] (M=Mn, Co, Ni, Cu). Inorg Chim Acta. 2019; 488:152-158.
Al-Janabi ASM, Al-Samrai OAY, Yousef TA. New palladium(II) complexes with 1-phenyl-1H-tetrazole-5-thiol and diphosphine Synthesis, characterization, biological, theoretical calculations and molecular docking studies. Appl Organometallic Chem. 2020; 34(12):e5967.
Al-Janabi ASM, Al-Samrai OAY, Othman EA, Yousef TA.Optical properties, structural, and theoretical studies of Pd(II) complexes with 1-phenyl-1H-tetrazol-5- thiol, x-ray crystal structure of [Pd(1-S-ptt)2(2-dppe)] complex. Appl Organometallic Chem. 2020; 34(12):e5996.
Al-Jibori SA, Al-Janabi ASM, Basak-Modi S, Mohamed SS, Schmidt H. Mixed ligand palladium(II) complexes of N-hydroxymethylsaccharin(Sac-CH2OH): synthesis, characterization and biological studies. Trans Met Chem.2015; 40(8):917-921.
Al-Janabi ASM., AL-Soumadaiy GA, Khear-Allah BA.Preparation Ligand 5-(3-chlorophenyl)-1,3,4-oxadiazole-2-thiol by New Method and Complexation with Transition Metals. Orient J Chem. 2011; 27(4):1465-1473.
Al-Janabi ASM and Ahmed SAO. Cadmium (II) complexes containing the mixed ligands benz-1,3-imidazoline -2-thione, benz-1,3-oxazoline -2-thione, benz-1,3-thiazoline - 2-thione, and diphosphine Ph2P(CH2)nPPh2 , n = 1-4 or triphenyl phosphine. Orient J Chem. 2011; 27(4):1563-1571.
Al-Janabi ASM, Abdullah BH, Al-Jibori SA. Synthesis, crystal structure and spectral studies of mercury(II) complexes containing the mixed ligands benz-1,3-imidazoline -2-thione, benz-1,3-oxazoline -2-thione, benz-1,3-thiazoline -2-thione, and diphosphine. Orient J Chem. 2009; 25(2):277-286.