Organotin chemistry

Résumé

Organotin chemistry is the scientific study of the synthesis and properties of organotin compounds or stannanes, which are organometallic compounds containing tin carbon bonds. The first organotin compound was diethyltin diiodide (), discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn–C bonds. The area remains rich with many applications in industry and continuing activity in the research laboratory. Structure Organotin compounds are generally classified according to their oxidation states. Tin(IV) compounds are much more common and more useful. Organic derivatives of tin(IV) The tetraorgano derivatives are invariably tetrahedral. Compounds of the type SnRR'R''R''' have been resolved into individual enantiomers. Organotin halides Organotin chlorides have the formula for values of n up to 3. Bromides, iodides, and fluorides

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https://en.wikipedia.org/wiki/Organotin_chemistry

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EPFL2004

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Synthesis, structural elucidation and biological activities of organotin(IV) derivatives of 4-(2-thienyl)butyric acid

Paul Joseph Dyson

A series of tri- and diorganotin(IV) derivatives of 4-(2-thienyl)butyric acid have been synthesized by the reaction of ligand acid with tri- and diorganotin salts in 1:1 and 2:1 molar ratios, respectively. The synthesized compounds have been confirmed by CHNS elemental analyses, FTIR, multinuclear NMR (H-1 and C-13) spectroscopy and X-ray diffraction studies. NMR data reveal a 5-coordinate geometry for the triorganotin(IV) derivatives, while 6-coordinate for the diorganotin(IV) derivatives, respectively. The X-ray crystallographic analysis of the compound 2 showed polymeric 5-coordinate trigonal bipyramidal geometry. Antimicrobial studies were also evaluated against different strains of bacteria (Escherichia coli, Klebsiella pneumoniae, Bacillus subtilis and Staphylococcus aureus) and fungi (Mucor species, Aspergillus solani, Helminthosporium oryzae, Aspergillus flavus, Aspergillus niger) to establish the biological significance of these compounds. The synthesized compounds probably work by interfering with the ability of bacteria to form cell walls by keeping unwanted substances from entering their cells and stop the contents of their cells from leaking out due which the bacteria get die. The antifungal activity of some of the tested compound is comparable to that of the standard drug, terbinafine. From their antimicrobial results, it was concluded that they might be used as potential candidate for the generation of new antimicrobial drugs.

Springer2017

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Synthesis and structural elucidation of bioactive triorganotin (IV) derivatives of sodium deoxycholate

Rosario Scopelliti

Trimethyl (1), tributyl (2), and triphenyl tin (3) derivatives of sodium (R)-4-((3R, 5R, 8R, 9S, 10S, 12S, 13R, 14S, 17R)-3,12-dihydroxy-10,13-dimethyl-hexadecahydro-1H-cyclopenta[a] phenanthren-17-yl)pentanoate (sodium deoxycholate) were synthesized by refluxing sodium deoxycholate with the corresponding triorganotin(IV) chloride in 1 : 1M ratio. All the three compounds were characterized by elemental analysis, infrared spectroscopy, H-1, C-13, Sn-119 NMR, and X-ray diffraction studies. From FT-IR spectra,Delta nu values proposed bridging or chelating behavior of the ligand. The three compounds gave a trigonal bipyramidal geometry in the solid state and tetrahedral geometry in solution. Single crystal of 1 showed polymeric trigonal bipyramidal geometry. Synthesized compounds obtained were screened for their antimicrobial and antitumor activities against A2780 cell line. Results revealed that only 2 showed significant antibacterial activity. However, all the three compounds exhibited promising antifungal and anticancer activities.

Taylor & Francis Ltd2014

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