Synthesis, Spectroscopic, and Antimicrobial Studies of Binuclear Metallocene (M = Ti, Zr, or Hf) Derivatives of Bis(mercaptoazoles)

Sinha, Shilpi; Srivastava, Akhilesh Kumar; Tripathi, Chandra Mohan; Pandey, Om Prakash; Sengupta, Soumitra Kumar

doi:https://doi.org/10.1155/2007/87918

Bioinorganic Chemistry and Applications

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Review Article | Open Access

Volume 2007 | Article ID 087918 | https://doi.org/10.1155/2007/87918

Synthesis, Spectroscopic, and Antimicrobial Studies of Binuclear Metallocene (M = Ti, Zr, or Hf) Derivatives of Bis(mercaptoazoles)

Shilpi Sinha,¹Akhilesh Kumar Srivastava,¹Chandra Mohan Tripathi,¹Om Prakash Pandey,¹and Soumitra Kumar Sengupta¹

Academic Editor: Bernhard Keppler

Received23 May 2006

Revised03 Dec 2006

Accepted27 Mar 2007

Published21 May 2007

Abstract

The reactions of (η5−C5H5)2MCl2 (M = Ti, Zr, or Hf) with mercaptoazoles (LH2), namely, bis(mercaptotriazoles), bis(mercap-tooxadiazoles), and bis(mercaptothiadiazoles) in 2 : 1 molar ratio, respectively, have been studied in dry tetrahydrofuran in the presence of n-butylamine and the binuclear complexes of the type [{(η−C5H5)2M}2(L)] (M = Ti/Zr/Hf) are obtained. Tentative structural conclusions are drawn for the reaction products based upon elemental analysis, electrical conductance, magnetic moment, and spectral data (UV-Vis, IR, H1 NMR, and C13 NMR). FAB-mass spectra of few complexes of each series were also carried out to confirm the binuclear structures. Studies were conducted to assess the growth-inhibiting potential of the complexes synthesized, and the ligands against various fungal and bacterial strains.

References

E. S. Raper, “Complexes of heterocyclic thionates—part 1: complexes of monodentate and chelating ligands,” Coordination Chemistry Reviews, vol. 153, pp. 199–255, 1996.
View at: Publisher Site | Google Scholar
E. S. Raper, “Copper complexes of heterocyclic thioamides and related ligands,” Coordination Chemistry Reviews, vol. 129, no. 1-2, pp. 91–156, 1994.
View at: Publisher Site | Google Scholar
E. S. Raper, “Complexes of heterocyclic thione donors,” Coordination Chemistry Reviews, vol. 61, pp. 115–184, 1985.
View at: Publisher Site | Google Scholar
K. H. Al-Obaidi, B. F. Ali, R. Abu-El-Halawa, and A. Abo-Amer, “Synthesis of 1,3,4-mercapto-oxadiazole mono- and dinuclear copper(I) and copper(II) complexes and their microbiological activity,” Transition Metal Chemistry, vol. 29, no. 7, pp. 804–811, 2004.
View at: Publisher Site | Google Scholar
C. Ma, Q. Jiang, and R. Zhang, “Syntheses, characterizations and crystal structures of new organotin complexes with 2-mercapto-6-nitrobenzothiazole,” Polyhedron, vol. 23, no. 5, pp. 779–786, 2004.
View at: Publisher Site | Google Scholar
N. A. Bell, W. Clegg, J. R. Creighton, and E. S. Raper, “Complexes of heterocyclic thiones and group 12 metals—part 2: the chemical and electrochemical synthesis of mercury(II) complexes of 1-methylimidazoline-2 $(3 H)$ -thionate. The crystal structure of trans-[bis- ${$ ( $η^{1}$ - $S$ -1-methylimidazoline-2 $(3 H)$ -thione)( $η^{1}$ - $S$ -1-methylimidazo line-2 $(3 H)$ -thionate)-( $μ_{2}$ - $S$ , $N$ -1-methylimidazoline-2-thionate)mercury(II) $}$ ] at 160K,” Inorganica Chimica Acta, vol. 303, no. 1, pp. 12–16, 2000.
View at: Publisher Site | Google Scholar
S. Yadav, O. P. Pandey, and S. K. Sengupta, “Synthesis, physico-chemical and biological studies on oxovanadium(IV) derivatives of mercaptotriazoles,” Transition Metal Chemistry, vol. 20, no. 2, pp. 107–110, 1995.
View at: Publisher Site | Google Scholar
R.-M. Oik, B. Oik, W. Dietzsch, R. Kirmse, and E. Hoyer, “The chemistry of 1,3-dithiole-2-thione-4,5-dithiolate (dmit),” Coordination Chemistry Reviews, vol. 117, pp. 99–131, 1992.
View at: Publisher Site | Google Scholar
P. J. Blower and J. R. Dilworth, “Thiolato-complexes of the transition metals,” Coordination Chemistry Reviews, vol. 76, pp. 121–185, 1987.
View at: Publisher Site | Google Scholar
A. K. Jaiswal, G. P. Rao, O. P. Pandey, and S. K. Sengupta, “Efficacy of organophosphorus derivatives against fungal pathogens of sugarcane,” Journal of Agricultural and Food Chemistry, vol. 46, no. 4, pp. 1609–1613, 1998.
View at: Publisher Site | Google Scholar
O. P. Pandey, S. K. Sengupta, M. K. Mishra, and C. M. Tripathi, “Synthesis, spectral and antibacterial studies of binuclear titanium(IV) / zirconium(IV) complexes of piperazine dithiosemicarbazones,” Bioinorganic Chemistry and Applications, vol. 1, no. 1, pp. 35–44, 2003.
View at: Publisher Site | Google Scholar
J. C. Maruzzella and P. A. Henry, “The antimicrobial activity of perfume oils,” Journal of the American Pharmaceutical Association, vol. 47, no. 7, pp. 471–476, 1958.
View at: Publisher Site | Google Scholar
O. P. Pandey, S. K. Sengupta, and C. M. Tripathi, “Reactions of ${Cp}_{2} {MCl}_{2}$ (M=Ti or Zr) with imine-oxime ligands. Formation of metallacycles,” Molecules, vol. 10, no. 6, pp. 653–658, 2005.
View at: Google Scholar
K. M. Ibrahim, S. I. Mostafa, N. Nawar, and Z. A. Younis, “Synthesis and structure studies of Co(II), Ni(II), Cu(II), Pd(II), Ru(II), Ag(I), Cd(II) and dioxouranium(VI) complexes with 1-acetoacet-o-toluidide-4- phenyl-3-thiosemicarbazone,” Indian Journal of Chemistry, Section A, vol. 43, no. 11, pp. 2294–2300, 2004.
View at: Google Scholar
S. Goel, O. P. Pandey, and S. K. Sengupta, “Synthesis and physico-chemical studies on neodymium(III) and samarium(III) derivatives with mercapto triazoles,” Bulletin de la Société Chimique de France, p. 771, 1989.
View at: Google Scholar
S. K. Sengupta, O. P. Pandey, A. Rai, and A. Sinha, “Lanthanum(III) and praseodymium(III) complexes of acetylferrocenyl mercaptotriazoles,” Transition Metal Chemistry, vol. 25, no. 2, pp. 150–153, 2000.
View at: Publisher Site | Google Scholar
S. K. Sengupta, O. P. Pandey, A. K. Srivastava, R. Rai, and K. D. Mishra, “Mono- and bis(cyclopentadienyl)titanium(IV)/zirconium(IV) derivatives with substituted mercapto triazines,” Indian Journal of Chemistry, Section A, vol. 38, no. 9, pp. 956–960, 1999.
View at: Google Scholar
B. K. Srivastava, S. K. Srivastava, O. P. Pandey, and S. K. Sengupta, “Synthesis and spectroscopic studies of mono-(cyclopentadienyl)titanium(IV) zirconium(IV) and bis(cyclopentadienyl)titanium(IV)/zirconium(IV) derivatives with acetylferrocenylmercaptotriazoles,” Gazzetta Chimica Italiana, vol. 127, no. 12, pp. 827–830, 1997.
View at: Google Scholar
P. C. Wailes, R. S. P. Coutts, and H. Weigold, Organometallic Chemistry of Titanium, Zirconium and Hafnium, Academic Press, New York, NY, USA, 1974.
View at: Google Scholar
K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, John Wiley & Sons, New York, NY, USA, 1997.
View at: Google Scholar
M. Carcelli, P. Mazza, C. Pelizzi, G. Pelizzi, and F. Zani, “Antimicrobial and genotoxic activity of 2,6-diacetylpyridine bis(acylhydrazones) and their complexes with some first transition series metal ions. X-ray crystal structure of a dinuclear copper(II) complex,” Journal of Inorgnic Biochemistry, vol. 57, pp. 43–62, 1995.
View at: Google Scholar

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Copyright © 2007 Shilpi Sinha et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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