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Synthesis, Characterization and Antibacterial Activity of Organotin(IV) Complexes Derivatives of 2-Chloro-4-nitrobenzoic Acid
Corresponding Author(s) : Yip-Foo Win
Asian Journal of Chemistry,
Vol. 26 No. 10 (2014): Vol 26 Issue 10
Abstract
Four organotin(IV) carboxylate complexes have been successfully synthesized and characterized quantitatively and qualitatively. Spectroscopic studies showed that the coordination took place via oxygen atoms from the carboxylate anions. With the exceptional case, spectroscopic studies indicated that one methanol molecule also take part in the coordination to tin(IV) atom moiety in complex 4 resulting the tin(IV) atom exhibited five coordination. From the preliminary in vitro antibacterial screening activity, triphenyltin(IV) (complex 4) showed some significant activity compared to diorganotin(IV) complexes (1-3).
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- R. Zhang, J. Sun and C. Ma, J. Organomet. Chem., 690, 4366 (2005); doi:10.1016/j.jorganchem.2005.07.005.
- Y.F. Win, S.G. Teoh, J.B.-J. Teh, H.K. Fun and L. Zakaria, Acta Crystallogr., E63, m323 (2007); doi:10.1107/S1600536806055905.
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- Y.-F. Win, C.-S. Choong, S.-T. Ha, C.K. Quah and H.K. Fun, Acta Crystallogr., E67, m535 (2011); doi:10.1107/S1600536811011962.
- M.M. Amini, A. Azadmehr, V. Alijani, H.R. Khavasi, T. Hajiashrafi and A.N. Kharat, Inorg. Chim. Acta, 362, 355 (2009); doi:10.1016/j.ica.2008.04.009.
- F.W. Yip, S.G. Teoh, B.M. Yamin and S.W. Ng, Acta Crystallogr., E66, m1164 (2010).
- X. Xiao, D. Du, X. Han, J. Liang, M. Tian, D. Zhu and L. Xu, J. Organomet. Chem., 713, 143 (2012); doi:10.1016/j.jorganchem.2012.05.001.
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- F. Novelli, M. Recine, F. Sparatore and C. Juliano, IL Farmaco, 54, 237 (1999); doi:10.1016/S0014-827X(99)00020-8.
- M. Gielen, M. Biesemans, D. de Vos and R. Willem, J. Inorg. Biochem., 79, 139 (2000); doi:10.1016/S0162-0134(99)00161-0.
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- A.W. Bauer, W.M.M. Kirby, J.C. Sherris and M. Turck, Am. J. Clin. Pathol., 45, 493 (1966).
- O.D. Dhingra and J.B. Sinclair, Basic Plant Pathology Methods, CRC Press, United State, edn 4, p. 245 (1987).
- G.K. Sandhu and S.P. Verma, Polyhedron, 6, 587 (1987); doi:10.1016/S0277-5387(00)81029-3.
- L.L. Yeap and S.G. Teoh, J. Coord. Chem., 56, 701 (2003); doi:10.1080/0095897031000113968.
- A. Fumagalli, S. Martinengo, G. Ciani and G. Marturano, J. Inorg. Chem., 25, 592 (1986); doi:10.1021/ic00225a003.
- A. Sau and R.R. Holmes, J. Organomet. Chem., 217, 157 (1981); doi:10.1016/S0022-328X(00)85776-9.
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- M. Nath, R. Jairath, G. Eng, X. Song and A. Kumar, Spectrochim. Acta A, 62, 1179 (2005); doi:10.1016/j.saa.2005.04.012.
References
R. Zhang, J. Sun and C. Ma, J. Organomet. Chem., 690, 4366 (2005); doi:10.1016/j.jorganchem.2005.07.005.
Y.F. Win, S.G. Teoh, J.B.-J. Teh, H.K. Fun and L. Zakaria, Acta Crystallogr., E63, m323 (2007); doi:10.1107/S1600536806055905.
Y.F. Win, S.G. Teoh, M.R. Vikneswaran, J.H. Goh and H.K. Fun, Acta Crystallogr., E66, m695 (2010); doi:10.1107/S1600536810018398.
Y.-F. Win, C.-S. Choong, S.-T. Ha, C.K. Quah and H.K. Fun, Acta Crystallogr., E67, m535 (2011); doi:10.1107/S1600536811011962.
M.M. Amini, A. Azadmehr, V. Alijani, H.R. Khavasi, T. Hajiashrafi and A.N. Kharat, Inorg. Chim. Acta, 362, 355 (2009); doi:10.1016/j.ica.2008.04.009.
F.W. Yip, S.G. Teoh, B.M. Yamin and S.W. Ng, Acta Crystallogr., E66, m1164 (2010).
X. Xiao, D. Du, X. Han, J. Liang, M. Tian, D. Zhu and L. Xu, J. Organomet. Chem., 713, 143 (2012); doi:10.1016/j.jorganchem.2012.05.001.
K.C. Molloy, T.G. Purcell, K. Quill and I.W. Nowell, J. Organomet. Chem., 267, 237 (1984); doi:10.1016/0022-328X(84)80194-1.
R. Willem, A. Bouhdid, B. Mahieu, L. Ghys, M. Biesemans, E.R.T. Tiekink, D. de Vos and M. Gielen, J. Organomet. Chem., 531, 151 (1997); doi:10.1016/S0022-328X(96)06686-7.
S.G. Teoh, S.H. Ang, S.B. Teo, H.K. Fun, K.L. Khew and C.W. Ong, J. Chem. Soc., Dalton Trans., 4, 465 (1997); doi:10.1039/a605679b.
F. Novelli, M. Recine, F. Sparatore and C. Juliano, IL Farmaco, 54, 237 (1999); doi:10.1016/S0014-827X(99)00020-8.
M. Gielen, M. Biesemans, D. de Vos and R. Willem, J. Inorg. Biochem., 79, 139 (2000); doi:10.1016/S0162-0134(99)00161-0.
K.A. Crouse, K.-B. Chew, M.T.H. Tarafder, A. Kasbollah, A.M. Ali, B.M. Yamin and H.K. Fun, Polyhedron, 23, 161 (2004); doi:10.1016/j.poly.2003.09.025.
S. Jabbar, I. Shahzadi, R. Rehman, H. Iqbal, Qurat-Ul-Ain, A. Jamil, R. Kousar, S. Ali, S. Shahzadi, M.A. Choudhary, M. Shahid, Q.M. Khan, S.K. Sharma and K. Qanungo, J. Coord. Chem., 65, 572 (2012); doi:10.1080/00958972.2012.657185.
F.T. Vieira, G.M. de Lima, J.R.S. Maia, N.L. Speziali, J.D. Ardisson, L. Rodrigues, A. Correa and O.B. Romero, Eur. J. Med. Chem., 45, 883 (2010); doi:10.1016/j.ejmech.2009.11.026.
A.W. Bauer, W.M.M. Kirby, J.C. Sherris and M. Turck, Am. J. Clin. Pathol., 45, 493 (1966).
O.D. Dhingra and J.B. Sinclair, Basic Plant Pathology Methods, CRC Press, United State, edn 4, p. 245 (1987).
G.K. Sandhu and S.P. Verma, Polyhedron, 6, 587 (1987); doi:10.1016/S0277-5387(00)81029-3.
L.L. Yeap and S.G. Teoh, J. Coord. Chem., 56, 701 (2003); doi:10.1080/0095897031000113968.
A. Fumagalli, S. Martinengo, G. Ciani and G. Marturano, J. Inorg. Chem., 25, 592 (1986); doi:10.1021/ic00225a003.
A. Sau and R.R. Holmes, J. Organomet. Chem., 217, 157 (1981); doi:10.1016/S0022-328X(00)85776-9.
M. Danish, H.G. Alt, A. Badshah, S. Ali, M. Mazhar and Nazar-ul-Islam, J. Organomet. Chem., 486, 51 (1995); doi:10.1016/0022-328X(94)05050-L.
J. Holeček, K. Handlíř, M. Nádvornik and A. Lyčka, J. Organomet. Chem., 258, 147 (1983); doi:10.1016/S0022-328X(00)99251-9.
J. Holeček, M. Nadvorník, K. Handlíř and A. Lyčka, J. Organomet. Chem., 241, 177 (1983); doi:10.1016/S0022-328X(00)98505-X.
T.S. Basu Baul, S. Dhar, S.M. Pyke, E.R.T. Tiekink, E. Rivarola, R. Butcher and F.E. Smith, J. Organomet. Chem., 633, 7 (2001); doi:10.1016/S0022-328X(01)01024-5.
J. Holecek, M. Nádvornik, K. Handliř and A. Lycka, J. Organomet. Chem., 315, 299 (1986); doi:10.1016/0022-328X(86)80450-8.
T.S. Basu Baul, S. Dutta, E. Rivarola, R. Butcher and F.E. Smith, J. Organomet. Chem., 654, 100 (2002); doi:10.1016/S0022-328X(02)01387-6.
C. Pettinari, F. Marchetti, A. Cingolani, D. Leonesi, E. Mundorff, M. Rossi and F. Caruso, J. Organomet. Chem., 557, 187 (1998); doi:10.1016/S0022-328X(97)00680-3.
M. Nath, R. Yadar, G. Eng, T.-T. Nguyen and A. Kumar, J. Organomet. Chem., 577, 1 (1999); doi:10.1016/S0022-328X(98)01017-1.
M. Nath, R. Jairath, G. Eng, X. Song and A. Kumar, Spectrochim. Acta A, 62, 1179 (2005); doi:10.1016/j.saa.2005.04.012.