7th International Science Congress (ISC-2017).  International E-publication: Publish Projects, Dissertation, Theses, Books, Souvenir, Conference Proceeding with ISBN.  International E-Bulletin: Information/News regarding: Academics and Research

Synthesis, characterization and thermal studies of mixed ligand mercury(II) complexes of N-hydroxymethylsaccharin (Sac-CH2OH) and phosphine or heterocyclic amine co-ligands

Author Affiliations

  • 1Chemistry Dept., College of Science, TikritUniversity, Tikrit, Iraq
  • 2Dept. Applied Science, University of Technology, P.O. Box 35045, Baghdad, Iraq
  • 3Dept Biochemistry, College of Veterinary Medicine, Tikrit University, Tikrit, Iraq
  • 4Dept. Chemistry, College of Education, Ibnul-Haytham, University of Baghdad, Baghdad, Iraq
  • 5Chemistry Dept., College of Science, TikritUniversity, Tikrit, Iraq
  • 6Chemistry Department, University of Sulaimani, Sulaimani, Iraq
  • 7Chemistry Dept., University College London, London WC1H 0AJ, UK

Res.J.chem.sci., Volume 7, Issue (10), Pages 1-9, October,18 (2017)

Abstract

Reaction of mercury(II) acetate Hg(Ac)2 with two equivalents of N-hydroxymethylsaccharin (Sac-CH2OH) in the presence of NEt3 afforded the presumably tetrahedral complex [Hg(K2-Sac-CH2O)2] (1). Reaction of (1) with one equivalent of the bidentate ligands (L-L); Ph2P(CH2)nPPh2, (n=1 dppm; 2 dppe; 3 dppp; 4 dppb), Ph2P(S)(CH2)P(S)Ph2 (dppmS2) Ph2P(O)CH2CH2P (O)Ph2 (dppeO2), bipyridine (bipy) and phenanthroline (phen) afforded tetrahedral complexes of the type [Hg(K1-Sac-CH2O)2(L-L)]. The reaction with two equivalents of the monodentate ligands (L); Ph3P, Ph3PO, Ph3PS or pyridine (py) gave [Hg(K1-Sac-CH2O)2L2]. The N-hydroxymethylsaccharinate anion acts as a monodentate ligand to the mercury center through the hydroxymethyl oxygen atom. The complexes were characterized by physico-chemical and spectroscopic methods. The thermal decomposition of six of the prepared complexes were studied using thermogravimetry (TG) and differential thermal analysis (DTA). [Hg(K1-Sac-CH2O)2(bipy)] showed a higher thermal stability.

References

  1. Baran E.J. and Yilmaz V.T. (2006)., Metal complexes of saccharin., Coord. Chem. Rev., 250, 1980-1999.
  2. Cotton F.A., Falvello L.R., Llusar R., Libby E., Murillo C.A. and Schwotzer W. (1986)., Synthesis and characterization of four vanadium(II) compounds, including vanadium(II) sulfate hexahydrate and vanadium(II) saccharinates., Inorg. Chem., 25(19), 3423-3428.
  3. Cotton F.A., Libby E., Murillo C.A., Valle G., Bakir M., Derringer D.R. and Walton R.A. (1990)., Relatively Air‐Stable M (II) saccharinates, M= V, or Cr. Inorganic Syntheses., 27, 306-310.
  4. Cotton F.A., Lewis G.E., Murillo C.A., Schwotzer W. and Valle G. (1984)., Comparative study of structures, including Jahn-Teller effects, in the saccharinate complexes, [M (C7H4NO3S) 2(H2O)4]. 2H2O, of chromium and zinc, as well as other divalent metal ions., Inorganic Chemistry, 23(24), 4038-4041.
  5. Cotton F.A., Falvello L.R., Murillo C.A. and Valle G. (1986)., Single crystal x‐ray study of solid solutions of a Jahn‐Teller compound in an undistorted host: The Cr, Zn Saccharinate Hexahydrate System., Zeitschrift für anorganische und allgemeine Chemie, 540(9‐10), 67-79.
  6. Kamenar B. and Jovanovski G. (1982)., Manganese (Ii) Saccharinate Hexahydrate, Mn (C7h4no3s) 2.6 H2O, and isomorphism with the Analogous Fe, Co, Ni, Zn and Cd Complexes., crystal structure communications, 11(1), 257-261.
  7. Haider S.Z., Malik K.M.A., Ahmed K.J., Kauffman G.B. and Karbassi M. (1985)., Metal complexes of saccharin., Inorganic Syntheses, 23, 47-51.
  8. Ahmed K.J., Habib A., Haider S.Z., Malik K.A. and Hurthouse M.B. (1981)., The preparatation and x-ray crystal structure of a saccharin complex of copper (II)., Inorganica Chimica Acta, 56, L37.
  9. Haider S.Z., Malik K.M.A., Das S. and Hursthouse M.B. (1984)., zinc (II) dihydrate, [Zn(C7H4NO3S) 2(H2O)4]. 2H2O, and tetraaquabis (saccharinato-N) cadmium (II) dihydrate,[Cd (C7H4NO3S) 2(H2O)4]. 2H2O., Acta Crystallogr C, 40, 1147-1150.
  10. Kamenar B., Jovanovski G. and Grdenic D. (1982)., Mercury (II) Saccharinate, Hg (C7H4NO3S) 2., Crystal Structure Communications, 11(1), 263-268.
  11. Jovanovski G., Kamenar B., Ferguson G. and Kaitner B. (1988)., Structure of chloromercury (II) saccharinate., Acta Crystallographica Section C: Crystal Structure Communications, 44(4), 616-618.
  12. Deng R.M., Dillon K.B., Goeta A.E., Mapolelo M. and Shepherd H.J. (2009)., The synthesis, crystal and molecular structures of two saccharinate–metal complexes with dipyridylamine (dipyr) as a co-ligand., Inorganica Chimica Acta, 362(14), 5109-5112.
  13. Hergold-Brundić A., Kamenar B. and Jovanovski G. (1989)., Structure of the 1: 1 complex of mercury (II) saccharinate with 2, 2, Acta Crystallographica Section C: Crystal Structure Communications, 45(4), 556-558.
  14. Grupče O., Jovanovski G., Kaitner B. and Naumov P. (1999)., Structural Investigation of Di-μ-chloro-bis [saccharinatopyridinemercury (II)] by X-ray Diffraction and FT IR Spectroscopy., Croatica chemica acta, 72(2-3), 465-476.
  15. Topcu Y., Andac O., Yilmaz V.T. and Harrison W.T.A. (2002)., Synthesis and Structure of Trans‐bis (ethanolamine) bis (saccharinato) mercury (II)., Crystal Research and Technology, 37(5), 509-513.
  16. Yilmaz V.T., Hamamci S. and Thöne C. (2002)., Synthesis, Crystal and Molecular Structure of 2‐Pyridylethanolbis (saccharinato) mercury (II)., Crystal Research and Technology, 37(10), 1143-1148.
  17. Yilmaz V.T., Caglar S. and Harrison W.T. (2004)., Synthesis, IR Spectra, Thermal Analysis and Crystal Structures of Bis (saccharinato) mercury (II) Complexes with 2–Aminomethylpyridine and 2–Aminoethylpyridine., ZAAC, 630(10), 1512-1516.
  18. Andac O., Topcu Y., Yilmaz V.T. and Guven K. (2001)., Bis (triethanolamine) cadmium (II) and-mercury (II) saccharinates: seven-coordinate complexes containing both tri-and tetradentate triethanolamine ligands., Acta Crystallographica Section C: Crystal Structure Communications, 57(12), 1381-1384.
  19. Yilmaz V.T., Kars V. and Kazak C. (2006)., Synthesis and Characterization of Cadmium and Mercury Saccharinate Complexes with 2-Dimethylaminoethanol: cis-[Cd (sac) 2 (dmea) 2] and [Hg (sac) 2 (dmea)(H2O)]., Zeitschrift für Naturforschung B, 61(5), 555-559.
  20. D’Ascenzio M., Carradori S., De Monte C., Secci D., Ceruso M. and Supuran C.T. (2014)., Design, synthesis and evaluation of N-substituted saccharin derivatives as selective inhibitors of tumor-associated carbonic anhydrase XII., Bioorganic & medicinal chemistry, 22(6), 1821-1831.
  21. Al-Jibori S.A., Afandi Z.S., Merzweiler K., Wagner C., Schmidt H., Basak-Modi S. and Hogarth G. (2014)., Mercury (II) saccharinate (sac) complexes: Synthesis and molecular structures of [Hg (sac) 2 (2-ampy) 2],[Hg (sac) 2 (2-ampy)(MeOH)],[Hg (sac) 2 (2-abt)(MeOH)],[Hg (sac) 2 (2-abt)(dmso)](2-ampy= 2-aminopyridine, 2-abt= 2-aminobenzothiazole)., Polyhedron, 81, 442-449.
  22. Al-Jibori S.A., Al-Janabi A.S., Basak-Modi S., Mohamed S.S. and Schmidt H. (2015)., Mixed ligand palladium (II) complexes of N-hydroxy-methylsaccharin (Sac-CH2OH): synthesis, characterization and biological studies., Transition Metal Chemistry, 40(8), 917-921.
  23. Al-Janabi A.S., Abdullah B.H. and Al-Jibori S.A. (2009)., 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., Oriental Journal of Chemistry, 25(2), 277.
  24. Ranjbar M., Malakooti E. and Sheshmani S. (2013)., Synthesis and Characterization of Mercury(II) Complexes Containing 2,9-Dimethyl-1,10-phenanthroline by Sonochemical Method., J. Chem., 6. Article ID 560983.http://dx.doi.org/10.1155/2013/560983
  25. Wu S., Uddin M.A., Nagano S., Ozaki M. and Sasaoka E. (2010)., Fundamental study on decomposition characteristics of mercury compounds over solid powder by temperature-programmed decomposition desorption mass spectrometry., Energy & Fuels, 25(1), 144-153.
  26. Jasim F. and Barbooti M.M. (1990)., Thermoanalytical behaviour of nitrosodicyanmethanide tetrapyridinium complexes of MnII, CuII and ZnII., Thermochimica acta, 158(1), 47-51.
  27. Leckeyand J.H. and Nulf I.E. (1994)., Oak Ridge Y-12 Plant, Martin Marietta Energy Systems., Inc. For The U.S. Dept. Energy, contract DE-ACOS-84OR21400
  28. Biscarini P., Fusina L. and Nivellini G.D. (1972)., Thermal decomposition of di-t-butyl sulphide–mercury (II) chloride., Journal of the Chemical Society, Dalton Transactions, 18, 1921-1923.