Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies
Four new organotin(IV) complexes of the type [MeSnCl(dact)] (2), [BuSnCl(dact)] (3), [PhSnCl(dact)] (4) and [Ph2Sn(dact)] (5) were synthesized by the direct reaction of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone [H(2)dact, (1)] and organotin(IV) chloride(s) in absolute methanol. The liga...
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2012
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| Online Access: | http://eprints.um.edu.my/5155/ http://www.sciencedirect.com/science/article/pii/S0020169312000217 http://doi.org/10.1016/j.ica.2012.01.020 |
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| author | Affan, M.A. Salam, M.A. Ahmad, F.B. White, Fraser Ali, Hapipah Mohd |
| author_facet | Affan, M.A. Salam, M.A. Ahmad, F.B. White, Fraser Ali, Hapipah Mohd |
| author_sort | Affan, M.A. |
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| content_provider | Universiti Malaya |
| content_source | UM Research Repository |
| continent | Asia |
| country | Malaysia |
| description | Four new organotin(IV) complexes of the type [MeSnCl(dact)] (2), [BuSnCl(dact)] (3), [PhSnCl(dact)] (4) and [Ph2Sn(dact)] (5) were synthesized by the direct reaction of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone [H(2)dact, (1)] and organotin(IV) chloride(s) in absolute methanol. The ligand [H(2)dact, (1)] and its organotin(IV) complexes (2-5) have been characterized by CHN analyses, molar conductivity, UV-Vis, FT-IR, H-1, C-13 and Sn-119 NMR spectral studies. The molecular structure of complex (5) has also been determined by single-crystal X-ray diffraction. The crystal structure of complex (5) showed that the ligand is doubly deprotonated at the oxygen and sulfur atoms and is coordinated to the tin(IV) atom through thiolate-S, azomethine-N and phenoxide-O atoms. X-ray diffraction studies indicated that complex (5) is a monomer and the central tin(IV) atom is five coordinated in a distorted trigonal bipyramidal geometry. The cytotoxicity of the ligand (1) as well as its organotin(IV) complexes (2-5) was studied against Artemia salina. The in vitro antibacterial activities of these compounds were also evaluated. The screening results have shown that the organotin(IV) complexes (2-5) have better antibacterial activity than the free ligand. Furthermore, it has been shown that diphenyltin(IV) derivative (5) exhibits significantly better activity than the monoorganotin(IV) derivatives (2-4). (C) 2012 Elsevier B.V. All rights reserved. |
| format | Article |
| id | my.um.eprints-5155 |
| institution | Universiti Malaya |
| publishDate | 2012 |
| publisher | Elsevier |
| record_format | eprints |
| spelling | my.um.eprints-51552018-10-09T08:58:03Z http://eprints.um.edu.my/5155/ Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies Affan, M.A. Salam, M.A. Ahmad, F.B. White, Fraser Ali, Hapipah Mohd QD Chemistry Four new organotin(IV) complexes of the type [MeSnCl(dact)] (2), [BuSnCl(dact)] (3), [PhSnCl(dact)] (4) and [Ph2Sn(dact)] (5) were synthesized by the direct reaction of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone [H(2)dact, (1)] and organotin(IV) chloride(s) in absolute methanol. The ligand [H(2)dact, (1)] and its organotin(IV) complexes (2-5) have been characterized by CHN analyses, molar conductivity, UV-Vis, FT-IR, H-1, C-13 and Sn-119 NMR spectral studies. The molecular structure of complex (5) has also been determined by single-crystal X-ray diffraction. The crystal structure of complex (5) showed that the ligand is doubly deprotonated at the oxygen and sulfur atoms and is coordinated to the tin(IV) atom through thiolate-S, azomethine-N and phenoxide-O atoms. X-ray diffraction studies indicated that complex (5) is a monomer and the central tin(IV) atom is five coordinated in a distorted trigonal bipyramidal geometry. The cytotoxicity of the ligand (1) as well as its organotin(IV) complexes (2-5) was studied against Artemia salina. The in vitro antibacterial activities of these compounds were also evaluated. The screening results have shown that the organotin(IV) complexes (2-5) have better antibacterial activity than the free ligand. Furthermore, it has been shown that diphenyltin(IV) derivative (5) exhibits significantly better activity than the monoorganotin(IV) derivatives (2-4). (C) 2012 Elsevier B.V. All rights reserved. Elsevier 2012 Article PeerReviewed Affan, M.A. and Salam, M.A. and Ahmad, F.B. and White, Fraser and Ali, Hapipah Mohd (2012) Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies. Inorganica Chimica Acta, 387. pp. 219-225. ISSN 0020-1693, DOI https://doi.org/10.1016/j.ica.2012.01.020 <https://doi.org/10.1016/j.ica.2012.01.020>. http://www.sciencedirect.com/science/article/pii/S0020169312000217 http://doi.org/10.1016/j.ica.2012.01.020 |
| spellingShingle | QD Chemistry Affan, M.A. Salam, M.A. Ahmad, F.B. White, Fraser Ali, Hapipah Mohd Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies |
| title | Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies |
| title_full | Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies |
| title_fullStr | Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies |
| title_full_unstemmed | Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies |
| title_short | Organotin(IV) complexes of 2-hydroxyacetophenone-N(4)-cyclohexylthiosemicarbazone (H(2)dact): synthesis, spectral characterization, crystal structure and biological studies |
| title_sort | organotin(iv) complexes of 2-hydroxyacetophenone-n(4)-cyclohexylthiosemicarbazone (h(2)dact): synthesis, spectral characterization, crystal structure and biological studies |
| topic | QD Chemistry |
| url | http://eprints.um.edu.my/5155/ http://www.sciencedirect.com/science/article/pii/S0020169312000217 http://doi.org/10.1016/j.ica.2012.01.020 |
| url_provider | http://eprints.um.edu.my/ |