Syntheses, Characterizations And Crystal Structures Of Organoantimony(v) Complexes Derived From Carboxylate Ligands

In recent years, people pay more and more attention of the chemical research of organoantimony compounds derived from carboxylates, not only for the striking structural possibilities, but also for the strong biological activity.The results indicate that striking structural possibilities for the organoantimony compounds derived from carboxylates ranging from discrete monomeric structures to supramolecular assemblies, and some of them have a strong inhibitory effect on the growth of some cancer cells. For these reasons, the relationship between the structural features of organoantimony compounds and the anticancer activity has also become a research hotspot. Considering the above situation, we took a systematic study on the syntheses of the organoantimony carboxylic acid esters. We confirmed the composition and structure of the compounds by elemental analysis, IR, NMR spectra analysis and X-ray single crystal diffraction analysis. And we doped out the different processes and the formation mechanism of the product based on the analysis of the structure of the product. The main work can be described as follows:1. Prepared three kinds of organoantimony halides: triphenylantimony dichloride, triphenylantimony dibromide andμ-O-chlorotriphenylantimony, all of them have been determined by elemental analysis, IR spectra analysis and NMR spectra analysis.2. Thirty four compounds have been obtained by the reaction of organoantimony halides with substituted benzoic acid, substituted phenylacetic acid and substituted mandelic. The characterization and analysis of the compounds have been researched carefully by elemental analysis, IR analyses, NMR spectroscopy and single crystal X-ray diffraction. The results indicate that substituted benzoic acid and substituted phenylacetic acid coordinate to the antimony atom by monodentate or bidentate coordination. But the substituted mandelic acid reacts with triphenylantimony dichloride and triphenylantimony dibromide as tridentate ligand, and the compounds are fournuclear triorganoantimony carboxylate derivations. Interestingly, the supramolecular structure of the compounds are linked into dimmer, 1D chain, 2D network and 3D framework through intramolecular N-H…O, N-H…N, C-H…F, C–H…Cl, C-H…O, C-H…Br hydrogen bonds and C-H…Pi, Pi…Pi stacking interactions.3. A novel mixed metal compound was obtained by reaction of 2-chlorophenylacetic acid with triphenylantimony dichloride and dimethyltin dichloride. The characterization and analysis of the compounds have been researched earnestly by elemental analysis, IR analyses, NMR spectroscopy and single crystal X-ray diffraction. The results indicate that 2-chlorophenylacetic acid coordinates to the metal atom as didentate ligand. The geometry of the antimony atom is six-coordinated and arranged in distorted octahedral geometry, while the geometry of the tin atom is five-coordinated and arranged in distorted trigonal bipyramids.4. The antitumor activity was carried out on the basis of the structure of the compounds, and we obtained the half-inhibitory concentration of some organoantimony compounds for a number of common cancer cells (such as: liver cells, lung cancer cells, colon cancer cells and leukemia cells, human breast cancer cell lines and human prostate cancer cell). The results show that the same compound has quite different half-inhibitory concentration for different cancer cells.