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Synthetic, Spectroscopic and Biological Studies on Some μ-Oxy-bis[triphenylantimony(V)]carboxylates and Cyclic Organoantimonates
Corresponding Author(s) : Prem Raj
Asian Journal of Chemistry,
Vol. 33 No. 2 (2021): Vol 33 Issue 2
Abstract
A series of hitherto unreported μ-oxy-bis[triphenylantimony(V)]dicarboxylates and μ-oxy-bis[triphenylantimony(V)] chlorocarboxylates of general formula Ph3Sb(L)-O-Sb(L)Ph3 and Ph3Sb(Cl)-O-Sb(L)Ph3, respectively have been synthesized by the metathetical reaction of μ-oxybis-[triphenylantimony(V)]dichloride and silver salts of corresponding carboxylic acids in 1:2 and 1:1 molar ratio [where L = thiosalicyclic acid, p-nitrobenzoic acid, p-aminobenzoic acid, p-fluorobenzoic acid, o-chlorobenzoic acid]. The newly isolated antimony carboxylates have been identified on the basis of melting points, elemental analysis, FT-IR, 1H NMR, 13C NMR, 19F NMR. The molecular weight and conductivity data indicate the monomeric and non-electrolytic behaviour in solution. Compounds have been evaluated for their antifungal and antibacterial activity.
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- J.L. Wardell, eds.: G. Wilkinson, F.G.A. Stone and E.W. Abel, Arsenic and Bismuth, In: Comprehensive Organometallic Chemistry II, Pergamon Press, Inc.: New York, edn 1, p. 321 (1995).
- R. Mishra, Ph.D. Thesis, Design, Synthesis, Structure and Antimicrobial and Antitumour Activity of Organo-arsenic and Antimony Derivatives, Lucknow University, Lucknow, India (2016).
- R. Mishra, K. Singhal, A. Ranjan, A.K. Saxena and P. Raj, Heteroatom Chem., 3, 181 (2010);https://doi.org/10.1002/hc.20593
- K. Singhal, V.K. Sahu, P. Singh and P. Raj, Med. Chem. Res., 23, 1758 (2014);https://doi.org/10.1007/s00044-013-0752-8
- G.T. Morgan, F.M.G. Micklethwait and G.S. Whitby, J. Chem. Soc., 97, 34 (1910); https://doi.org/10.1039/CT9109700034
- R.G. Goel and D.R. Ridley, Inorg. Nucl. Chem. Lett., 7, 21 (1971);https://doi.org/10.1016/0020-1650(71)80114-9
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- R.G. Goel and H.S. Prasad, Inorg. Chem., 11, 2141 (1972);https://doi.org/10.1021/ic50115a030
- A. Ouchi, M. Nakatani, Y. Takahashi, S. Kitazima, T. Sugihara, M. Mastumota, T. Uchiro, K. Kitano, K. Kawashima and H.H. Handa, Sci. Pap., 25, 73 (1975).
- V.V. Sharutin, and V.T. Byckov, Org. Khim., 4, 1191 (1991).
- G. Ferguson and D.R. Ridley, Acta Crystallogr., 29, 2221 (1973);https://doi.org/10.1107/S0567740873006370
- G.G. Long, G.O. Doak and L.D. Freedman, J. Am. Chem. Soc., 86, 209 (1964);https://doi.org/10.1021/ja01056a020
- K. Pandey and R.C. Srivastava, Synth. React. Inorg. Met.-Org. Chem., 15, 327 (1985);https://doi.org/10.1080/00945718508059392
- P. Raj, A.K. Saxena, K. Singhal and A. Ranjan, Polyhedron, 4, 251 (1985);https://doi.org/10.1016/S0277-5387(00)84497-6
- P. Raj, R. Rastogi K. Singhal and A. K. Saxena, Polyhedron, 5, 1581 (1986);https://doi.org/10.1016/S0277-5387(00)84561-1
- E.R.T. Tiekink, J. Organomet. Chem., 333, 199 (1987);https://doi.org/10.1016/0022-328X(87)85152-5
- A. Ouchi and S. Sato, Bull. Chem. Soc. Jpn., 61, 1806 (1988);https://doi.org/10.1246/bcsj.61.1806
- M.N. Gibbons, A.J. Blake and D.B. Sowerby, J. Organometal. Chem, 543, 217 (1997);https://doi.org/10.1016/S0022-328X(97)00208-8
- M.N. Gibbons and D.B. Sowerby, J. Organometal. Chem, 555, 217 (1998);https://doi.org/10.1016/S0022-328X(97)00759-6
- P. Raj, S. Agnihotri and K. Singhal, Synth. React. Inorg. Met.-Org. Chem., 32, 569 (2002);https://doi.org/10.1081/SIM-120003796
- G. Ferguson, C. Glidewell, I. Gosney, D. Lloyd, S. Metcalfe and H. Lumbroso, J. Chem. Soc. Perkin 2, 1829 (1988);https://doi.org/10.1039/P29880001829
- U. Dittes, E. Vogel and B.K. Keppler, Coord. Chem. Rev., 163, 345 (1997);https://doi.org/10.1016/S0010-8545(97)00042-8
- P. Domenico, R.J. Salo, S.G. Novick, P.E. Schoch, K.V. Horn and B.A. Cunha, Antimicrob. Agents Chemother., 41, 1697 (1997);
- S.K. Rathi, P.K. Pandhi, N. Khanna and P. Chopra, Ind. J. Dermat. Venerol., 69, 392 (2003).
- G. Wittig and K. Clauß, Ann. Chem., 577, 26 (1952);https://doi.org/10.1002/jlac.19525770104
References
J.L. Wardell, eds.: G. Wilkinson, F.G.A. Stone and E.W. Abel, Arsenic and Bismuth, In: Comprehensive Organometallic Chemistry II, Pergamon Press, Inc.: New York, edn 1, p. 321 (1995).
R. Mishra, Ph.D. Thesis, Design, Synthesis, Structure and Antimicrobial and Antitumour Activity of Organo-arsenic and Antimony Derivatives, Lucknow University, Lucknow, India (2016).
R. Mishra, K. Singhal, A. Ranjan, A.K. Saxena and P. Raj, Heteroatom Chem., 3, 181 (2010);https://doi.org/10.1002/hc.20593
K. Singhal, V.K. Sahu, P. Singh and P. Raj, Med. Chem. Res., 23, 1758 (2014);https://doi.org/10.1007/s00044-013-0752-8
G.T. Morgan, F.M.G. Micklethwait and G.S. Whitby, J. Chem. Soc., 97, 34 (1910); https://doi.org/10.1039/CT9109700034
R.G. Goel and D.R. Ridley, Inorg. Nucl. Chem. Lett., 7, 21 (1971);https://doi.org/10.1016/0020-1650(71)80114-9
M. Shindo and R. Okawara, J. Organomet. Chem., 5, 537 (1966);https://doi.org/10.1016/S0022-328X(00)85157-8
R.G. Goel and H.S. Prasad, Inorg. Chem., 11, 2141 (1972);https://doi.org/10.1021/ic50115a030
A. Ouchi, M. Nakatani, Y. Takahashi, S. Kitazima, T. Sugihara, M. Mastumota, T. Uchiro, K. Kitano, K. Kawashima and H.H. Handa, Sci. Pap., 25, 73 (1975).
V.V. Sharutin, and V.T. Byckov, Org. Khim., 4, 1191 (1991).
G. Ferguson and D.R. Ridley, Acta Crystallogr., 29, 2221 (1973);https://doi.org/10.1107/S0567740873006370
G.G. Long, G.O. Doak and L.D. Freedman, J. Am. Chem. Soc., 86, 209 (1964);https://doi.org/10.1021/ja01056a020
K. Pandey and R.C. Srivastava, Synth. React. Inorg. Met.-Org. Chem., 15, 327 (1985);https://doi.org/10.1080/00945718508059392
P. Raj, A.K. Saxena, K. Singhal and A. Ranjan, Polyhedron, 4, 251 (1985);https://doi.org/10.1016/S0277-5387(00)84497-6
P. Raj, R. Rastogi K. Singhal and A. K. Saxena, Polyhedron, 5, 1581 (1986);https://doi.org/10.1016/S0277-5387(00)84561-1
E.R.T. Tiekink, J. Organomet. Chem., 333, 199 (1987);https://doi.org/10.1016/0022-328X(87)85152-5
A. Ouchi and S. Sato, Bull. Chem. Soc. Jpn., 61, 1806 (1988);https://doi.org/10.1246/bcsj.61.1806
M.N. Gibbons, A.J. Blake and D.B. Sowerby, J. Organometal. Chem, 543, 217 (1997);https://doi.org/10.1016/S0022-328X(97)00208-8
M.N. Gibbons and D.B. Sowerby, J. Organometal. Chem, 555, 217 (1998);https://doi.org/10.1016/S0022-328X(97)00759-6
P. Raj, S. Agnihotri and K. Singhal, Synth. React. Inorg. Met.-Org. Chem., 32, 569 (2002);https://doi.org/10.1081/SIM-120003796
G. Ferguson, C. Glidewell, I. Gosney, D. Lloyd, S. Metcalfe and H. Lumbroso, J. Chem. Soc. Perkin 2, 1829 (1988);https://doi.org/10.1039/P29880001829
U. Dittes, E. Vogel and B.K. Keppler, Coord. Chem. Rev., 163, 345 (1997);https://doi.org/10.1016/S0010-8545(97)00042-8
P. Domenico, R.J. Salo, S.G. Novick, P.E. Schoch, K.V. Horn and B.A. Cunha, Antimicrob. Agents Chemother., 41, 1697 (1997);
S.K. Rathi, P.K. Pandhi, N. Khanna and P. Chopra, Ind. J. Dermat. Venerol., 69, 392 (2003).
G. Wittig and K. Clauß, Ann. Chem., 577, 26 (1952);https://doi.org/10.1002/jlac.19525770104