Synthesis, coordination and biological aspects of organotin(IV) derivatives of 4-[(2,4-dinitrophenyl)amino)]-4-oxo-2-butenoic acid and 2-{[(2,4-dinitrophenyl)amino]carbonyl}benzoic acid
New series of organotin(IV) complexes of aniline derivatives, R2SnL2 and R3SnL [where R = Me, n-Bu, Ph, n-Oct] have been synthesized by the reaction of HL1 and HL2 with respective organotin halides or oxides. Experimental details for the preparation and characterization (including elemental analysis...
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Veröffentlicht in: | Journal of the Serbian Chemical Society 2009, Vol.74 (2), p.141-154 |
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Sprache: | eng |
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Zusammenfassung: | New series of organotin(IV) complexes of aniline derivatives, R2SnL2 and R3SnL [where R = Me, n-Bu, Ph, n-Oct] have been synthesized by the reaction of HL1 and HL2 with respective organotin halides or oxides. Experimental details for the preparation and characterization (including elemental analysis, IR and multinuclear NMR (1H-, 13C- and 119Sn-) spectra in CDCl3 and EI mass spectra of both series are provided. The binding sites of the ligands were identified by means of FTIR spectroscopic measurements. It was found that in all cases the organotin(IV) moiety reacts with the oxygen of COO- group to form new complexes. In the diorganotin complexes, the COO- group is coordinated to the organotin(IV) centres in a bidentate manner in the solid state. The 119Sn NMR data and the nJ(13C-119/117Sn) coupling constant support the tetrahedral coordination geometry of the organotin complexes in non-coordinating solvents. Biological activities (antibacterial, antifungal, cytotoxicity, antileishmanial and insecticidal) of these compounds are also reported.
Sintetisana je nova serija organokalaj(IV) kompleksa anilinskih derivata, R2SnL2 i R3SnL [gde je R = Me, n-Bu, Ph, n-Oct], reakcijom HL1 i HL2 sa odgovarajucim organo- kalajnim halogenidima ili oksidima. Dati su eksperimentalni detalji za dobijanje i karakterizaciju (ukljucujuci elementalnu analizu, IR i multinuklearnu NMR (1H, 13C i 119Sn spektri u CDCl3) i EI masene spektre) obe serije. Vezujuca mesta liganada su identifikovana pomocu FTIR spektroskopskih merenja, i nadjeno je da u svim slucajevima organokalajni(IV) deo reaguje sa kiseonikom COO- grupe gradeci nove komplekse. U diorganokalajnim kompleksima u cvrstom stanju COO- grupa je koordinovana za organokalaj(IV) centre kao bidentat. 119Sn-NMR podaci i nJ(13C-119/117Sn) konstanta kuplovanja u skladu su sa tetraedarskom koordinacionom geometrijom organokalajnih kompleksa u rastvaracima koji nemaju koordinaciona svojstva. Takodje je objavljena bioloska aktivnost ovih jedinjenja (antibakterijska, antifungalna, insekticidna, citotoksicnost i protiv protozoa iz roda Leishmania). |
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ISSN: | 0352-5139 1820-7421 |
DOI: | 10.2298/JSC0902141S |