全部 标题 作者
关键词 摘要

OALib Journal期刊
ISSN: 2333-9721
费用:99美元

查看量下载量

相关文章

更多...

Spectroscopic, Thermal, Electrochemical, and Antimicrobial Studies of Mononuclear Manganese(II) Ditolyldithiophosphates

DOI: 10.1155/2013/261731

Full-Text   Cite this paper   Add to My Lib

Abstract:

New complexes of manganese(II) corresponding to [ Mn] and [ Mn.nL] ( CH3C6H4 and p-Cl-m-CH3C6H3; , L?=?N2C12H8, N2C10H8; , L?=?NC5H5, P(C6H5)3) have been synthesized and characterized by microelemental analyses (C, H, and N), magnetic susceptibility, molar conductance, thermogravimetric, cyclic voltammetry, and spectral analyses including ESI mass spectrometry, IR, and UV-visible. The presence of a four-and-six coordinated Mn atoms has been established in the complexes and adducts, respectively. Antimicrobial screening of the complexes against gram negative bacteria E. coli, K. pneumonia, and P. aeruginosa and fungus S. rolfsii has shown potential bioactivity. 1. Introduction Manganese has attracted the attention of several researchers owing to the fascinating physical and biochemical characteristics. The utility of manganese is quite diversified such as an alloying agent for aluminium, in dry cell batteries (carbon-zinc Leclanche type), oxidizing agent, and so forth [1]. In nature, manganese is present at the active site of a wide range of enzymes such as catalase and ribonucleotide reductase and participates in a variety of biological reactions [2]. Manganese(II) in its coordination compounds exhibits marked preference for hard donor atoms such as oxygen and nitrogen. Manganese(II) complexes containing soft donor atoms are scanty in number as compared with those of other transition metals, presumably due to difficulties encountered in preparing and preserving such complexes [3]. The first evidence for manganese binding to sulfur donor group in metalloprotein is tryptophan-modified Mn(III) containing acid phosphatise [4]. As compared to the other transition metals, manganese forms complexes with 1,1-dithio and 1,2-dithiolene ligands such as [Mn(SPh)4]2?, [MnCl(SPh)3]2?, [Mn4(SPh)10]2?, [Mn(edt)2]2?, [Mn2(edt)4]2? (edt = ethane-1,2-dithiolate), and [Mn2(S2-O-xyl)2X2]2? (X = PhS?, Et2NCS2?; X2 = S2-O-xyl2?) [5]. The high efficacy of the ligands containing sulfur atoms has been well established in metal chelation therapy and has high potency as fungicides and pesticides [6]. Among sulfur donor ligands, O,O′-dialkyl and alkylene dithiophosphates have been used for producing potential coordination compounds with most of the metals [7–10]. These soft donor ligands are versatile ligands which show both monodentate [11, 12]and bidentate [13–18] behaviour and form complexes with various metal ions, mainly transition metals [16–18]. Various dithiophosphate derivatives find extensive applications in agriculture [19], industries [20, 21], analytical studies [22],

References

[1]  N. Greenwood and A. Earnshaw, Chemistry of the Elements, Pergamon Press, Oxford, UK, 1st edition, 1984.
[2]  T. L. Stemmler, T. M. Sossong Jr., J. I. Goldstein et al., “EXAFS comparison of the dimanganese core structures of manganese catalase, arginase, and manganese-substituted ribonucleotide reductase and hemerythrin,” Biochemistry, vol. 36, no. 32, pp. 9847–9858, 1997.
[3]  S. Chandra and Y. Kumar, “Manganese (II) complexes of some nitrogen-oxygen and nitrogen-sulphur donor ligands,” Proceedings of the Indian Academy of Sciences, vol. 92, no. 3, pp. 249–255, 1983.
[4]  Y. Sugiura, H. Kawabe, H. Tanaka, S. Fujimoto, and A. Ohara, “First evidence for manganese binding to sulfur donor group in metalloprotein, Mn(III)-containing acid phosphatase,” Journal of the American Chemical Society, vol. 103, no. 4, pp. 963–964, 1981.
[5]  K. Greiwe, B. Krebs, and G. Henkel, “Preparation, structure, and properties of manganese toluene-3,4-dithiolate complexes in different oxidation states,” Inorganic Chemistry, vol. 28, no. 19, pp. 3713–3720, 1989.
[6]  P. O. Ukoha, C. U. Alioke, N. L. Obasi, and K. F. Chah, “Synthesis, spectroscopic characterization and preliminary antimicrobial studies of Mn(II) and Cu(II) complexes of two thiolates; S, -(2,6- diaminopyridine-3,5-diyl) dibenzenecarbothioate (DBCT) and S-benzyl benzenecarbothioate (BBCT),” E-Journal of Chemistry, vol. 8, no. 1, pp. 231–239, 2011.
[7]  A. M. Cotero-Villegas, R.-A. Toscano, M. Mu?oz-Hernández, M. López-Cardoso, P. García Y García, and R. Cea-Olivares, “Synthesis, spectroscopic characterization of O,O′-alkylene dithiophosphates of tellurolane and 1-oxa-4-tellurane. Single crystal structures of C4H8Te[S2P(OCH2)2CMe-nPr]2 and C4H8OTe[S2P(OCH2)2CEt2]2,” Journal of Organometallic Chemistry, vol. 690, no. 12, pp. 2872–2879, 2005.
[8]  N. Manwani, M. C. Gupta, R. Ratnani, J. E. Drake, M. B. Hursthouse, and M. E. Light, “Synthesis, spectroscopic characterization and structural studies of chloro dioxotriphenylphosphine oxide (O,O′-dialkyl/diphenyl(alkylene)dithiophosphate) molybdenum(VI) complexes: crystal structure of MoO2Cl2(OSMe2)2,” Inorganica Chimica Acta, vol. 357, no. 4, pp. 939–945, 2004.
[9]  P. U. Jain, H. Paul, P. Munshi, M. G. Walawalkar, and G. K. Lahiri, “Osmium dithiophosphates. Synthesis, X-ray crystal structure, spectroscopic and electrochemical properties,” Polyhedron, vol. 20, no. 3-4, pp. 245–252, 2001.
[10]  L. Szü?ová, Z. Trávní?ek, and J. Marek, “O,O ′-dialkyldithiophosphato and O-alkyldithiophosphato nickel(II) complexes with bidentate P-donor ligands,” Polyhedron, vol. 22, no. 10, pp. 1341–1348, 2003.
[11]  B. P. Singh, G. Srivastava, and R. C. Mehrotra, “Synthesis and reactions of triorganotin dialkyldithiophosphates,” Journal of Organometallic Chemistry, vol. 171, no. 1, pp. 35–41, 1979.
[12]  P. G. Y. García, R. Cruz-Almanza, R.-A. Toscano, and R. Cea-Olivares, “Synthesis, characterization and X-ray structure of stannocanes substituted with a cyclic dithiophosphate ligand X(CH2CH2S)2SnnBu [S2P(OCH2C(Et2)CH2O)], (X?=?O, S): a study about the conformational tendencies and the relationship with the anomeric effect of the stannocane rings,” Journal of Organometallic Chemistry, vol. 598, no. 1, pp. 160–166, 2000.
[13]  S. C. Bajia, “Synthesis and characterization of O,O′-(o-, m-, p-Ditolyl/dibenzyl/diphenyldithiophosphate) complexes with cobalt,” Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, vol. 41, no. 7, pp. 746–749, 2011.
[14]  B. W. Liebich and M. Tomassini, “Bis(O,O′-diethyl dithiophosphato)diphenyltin,” Acta Crystallographica B, vol. 34, pp. 944–946, 1978.
[15]  M.-A. Mu?oz-Hernández, R. Cea-Olivares, and S. Hernández-Ortega, “Synthesis and characterization of oxa and thia metallocanes substituted with phosphorodithioate ligands and crystal and molecular structure of 1,3,6-trithia-2-arsocane dimethylphosphorodithioate,” Inorganica Chimica Acta, vol. 253, no. 1, pp. 31–37, 1996.
[16]  V. K. Jain and B. Varghese, “Synthesis and characterization of pentamethylcyclopentadienyl-rhodium(III) dialkydithiophosphate complexes: single-crystal structure of [Cp*RhCl ],” Journal of Organometallic Chemistry, vol. 584, no. 1, pp. 159–163, 1999.
[17]  V. K. Jain and V. S. Jakkal, “Synthesis and characterization of areneruthenium(II) dialkyldithiophosphate complexes: single crystal structure of [Ru(SSP(OEt)2](η6-p-cymene) (PPh3)][BPh4],” Journal of Organometallic Chemistry, vol. 515, no. 1-2, pp. 81–87, 1996.
[18]  P. U. Jain, P. Munshi, M. G. Walawalkar, S. P. Rath, K. K. Rajak, and G. K. Lahiri, “Ruthenium dithiophosphates: synthesis, X-ray crystal structure, spectroscopic and electrochemical properties,” Polyhedron, vol. 19, no. 7, pp. 801–808, 2000.
[19]  H. Kubo, “Preparation of organotin-phosphorus compounds and their biological activities,” Agricultural Biology and Chemistry, vol. 29, pp. 43–55, 1965.
[20]  H. So, Y. C. Lin, G. G. S. Huang, and T. S. T. Chang, “Antiwear mechanism of zinc dialkyl dithiophosphates added to a paraffinic oil in the boundary lubrication condition,” Wear, vol. 166, no. 1, pp. 17–26, 1993.
[21]  B. Kim, R. Mourhatch, and P. B. Aswath, “Properties of tribofilms formed with ashless dithiophosphate and zinc dialkyl dithiophosphate under extreme pressure conditions,” Wear, vol. 268, no. 2-3, pp. 579–591, 2010.
[22]  K. Hayashi, Y. Sasaki, S. Tagashira, and Y. Soma, “Chloroform Extraction of Thallium-O,O′-Diethyldithiophosphate complexes,” Analytical Sciences, vol. 2, pp. 545–548, 1986.
[23]  S. Jiang, S. Dasgupta, M. Blanco et al., “Structures, vibrations, and force fields of dithiophosphate wear inhibitors from ab initio quantum chemistry,” Journal of Physical Chemistry, vol. 100, no. 39, pp. 15760–15769, 1996.
[24]  N. J. Mosey and T. K. Woo, “Insights into the chemical behavior of zinc dialkyldithiophosphate anti-wear additives in their isomeric and decomposed forms through molecular simulation,” Tribology International, vol. 39, no. 9, pp. 979–993, 2006.
[25]  N. J. Mosey and T. K. Woo, “A quantum chemical study of the unimolecular decomposition mechanisms of zinc dialkyldithiophosphate antiwear additives,” Journal of Physical Chemistry A, vol. 108, no. 28, pp. 6001–6016, 2004.
[26]  R. G. Cavell, E. D. Day, W. Byers, and P. M. Watkins, “Metal complexes of substituted dithiophosphinic acids. V. Complexes of manganese, iron, and cobalt,” Inorganic Chemistry, vol. 11, no. 8, pp. 1759–1772, 1972.
[27]  C. Denger, H. Keck, W. Kuchen, J. Mathow, and H. Wunderlich, “Synthesis, properties and structure of bis(dialkyldithiophosphinato)manganese(II) complexes,” Inorganica Chimica Acta, vol. 132, no. 2, pp. 213–215, 1987.
[28]  D. G. Holah and C. N. Murphy, “Reactions of Sodium N,N-Diethyldithiocarbamate and Potassium Ethyl Xanthate with some 3d Transition Metal Halides in the presence of 2,2′-Bipyridyl and 1,10-Phenanthroline,” Canadian Journal of Chemistry, vol. 49, pp. 2726–2732, 1971.
[29]  A. Kumar, K. R. Sharma, and S. K. Pandey, “Synthesis and characterization of O,O′-(o-, m-, or p-ditolyl) dithiophosphate ligands,” Phosphorus, Sulfur and Silicon and the Related Elements, vol. 182, no. 5, pp. 1023–1031, 2007.
[30]  A. I. Vogel, A Textbook of Quantitative Inorganic Analysis, Longman, London, UK, 4th edition, 1978.
[31]  S. Prasad, P. Jayaseelan, and R. Rajavel, “Antimicrobial and DNA cleavage studies of trinuclear Cu(II), Ni(II) and Mn(II) Schiff base complexes,” International Journal of Pharmacy and Technology, vol. 2, pp. 694–707, 2010.
[32]  K. Nakamoto, Infrared and Raman Spectra of Inorganic Compounds, Wiley-Interscience, New York, NY, USA, 4th edition, 1986.
[33]  A. B. P. Lever, Inorganic Electronic Spectroscopy, Elsevier, Amsterdam, The Netherlands, 2nd edition, 1984.
[34]  O. Siiman and H. B. Gray, “Crystal and molecular structure and 5°K electronic spectrum of bis(tetraphenyldithioimidodiphosphinato)manganese(II),” Inorganic Chemistry, vol. 13, no. 5, pp. 1185–1191, 1974.
[35]  D. P. Singh, V. Malik, R. Kumar, and K. Kumar, “Template synthesis of macrocyclic complexes of Co(II), Ni(II), Cu(II), Zn(II) and Cd(II): spectroscopic, antibacterial and antifungal studies,” Journal of the Serbian Chemical Society, vol. 75, no. 6, pp. 763–772, 2010.
[36]  B. G. Tweedy and C. Loeppky, “The use of 14C-labeled glucose, glucuronate, and acetate to study the effect of atrazine, simazine, and fluometuron on glucose catabolism in selected plant pathogenic fungi,” Phytopathology, vol. 58, no. 11, pp. 1522–1531, 1968.

Full-Text

Contact Us

service@oalib.com

QQ:3279437679

WhatsApp +8615387084133