The Design, Synthesis And Structural Characterization Of Azole-containg Organotin Compounds With Biological Activity

The compounds with pyrazole and triazole have been extensively used in the industrial and agricultural fields owing to their significant biological activities, such as acaricidal, pesticidal and antibacterial activities. At the same time, organotin carboxylates have been extensively investigated for a long time due to their remarkable structural diversity as well as biological importance. In this dissertation, we have synthesized 44 organotin derivatives with pyrazole and triazole and characterized their structures by elemental analysis, IR, NMR (1H,13C and 119Sn) as well as X-ray crystal diffraction. In addition, some organotin complexes were tested for biological activities. The main results are as follows:1. Seven pyridyl functionalized bis(pyrazol-1-yl)methanes (L) have been synthesized by the reaction of (2-hydroxyphenyl)bis(pyrazol-1-yl)methane or (4-hydroxyphenyl)bis(pyraz-ol-1-yl)methane with chloromethylpyridine. Treatment of these ligands with R2SnCl2 yields a series of 1:1 adducts of (L)SnR2Cl2 and symmetric 2:1 adducts of (L)2SnR2 Cl2. Parts of these complexes and ligands were tested for Hela cells in vitro. The results exhibit that all the ligands have no cytotoxicities for Hela cells in vitro, while these complexes have good cytotoxicities for Hela cells. The ethyltin derivatives among these complexes exhibit highest activity for Hela in vitro.2. The reaction of (1,2,4-triazol-4-yl)benzoic acid and (R3Sn)2O or R3SnOH was carried out. Ten triorganotin (4H-1,2,4-triazol-4-yl)benzoates have been synthesized by the reaction of 4-(4H-1,2,4-triazol-4-yl)benzoic acid or 3-(4H-1,2,4-triazol-4-yl)benzoic acid with (R3Sn)2O (R=Et, n-Bu and Ph) or R3SnOH (R=p-tolyl and cyclohexyl). All these complexes were tested for Alternaria solani, Cercospora arachidicola, Gibberella zeae, Physalospora piricola, and Botrytis cinerea in vitro, which show good antifungal activities against them.3. The reaction of bis(3,5-dicarboxylpyrazole-1-yl)methane tetraacid or tri(3,5-dicarboxyl pyrazole-1-yl)methane hexaacid and (R3Sn)2O was carried out. A 22-membered macrocyclic organotin complex was obtained by the reaction of bis(3,5-dicarboxylpyrazole-1-yl)methane tetraacid with bis(triethyltin)oxide, while a 24-membered macrocyclic organotin complex was prepared by the reaction of bis(3,5-dicarboxylpyrazole-1-yl)methane tetraacid with bis(tri-n-butyltin)oxide. However, organotin carboxylate was obtained by the reaction of tri(3,5-dicarboxylpyrazole-1-yl)methane hexaacid with bis(triphenyltin)oxide.