Chiral self-assembly of triorganotin complexes: Syntheses, characterization, crystal structures and antitumor activity of organotin(IV) complexes containing (R)-(+)-methylsuccinic acid, (S)-(+)-methylglutaric acid and l-(−)-malic acid ligands |
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Authors: | Chun-Lin Ma Shao-Liang ZhangRu-Fen Zhang |
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Institution: | a Department of Chemistry, Liaocheng University, Liaocheng 252059, People’s Republic of China b Taishan University, Taian 271021, People’s Republic of China |
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Abstract: | Six new chiral triorganotin(IV) complexes, {(R3Sn)2C3H6(COO)2]}n (R = Me: 1; Bu: 2), {(R3Sn)2C4H8(COO)2]}n (R = Me: 3; Bu: 4), and {(R3Sn)2C2H4O(COO)2]}n (R = Me: 5; Bu: 6) have been prepared by treatment of (R)-(+)-methylsuccinic acid, (S)-(+)-methylglutaric acid and l-(−)-malic acid, with the corresponding R3SnCl (R = Me, Bu) and sodium ethoxide in methanol. All the complexes were characterized by elemental analysis, FT-IR, NMR (1H, 13C, 119Sn) spectroscopy and TGA. Except for 3, all of the complexes were also characterized by X-ray crystallography. The structural analyses reveal that complexes 1 and 5 have 2D network structures in which (R)-(+)-methylsuccinic acid and l-(−)-malic acid act as tetradentate ligands coordinated to trimethyltin(IV) ions. Complexes 2 and 4 have 3D metal-organic framework structures in which the deprotoned acids serve as tetradentate ligands. Complex 6 adopts a 1D zigzag chain structure and forms a 2D supramolecular framework through intermolecular C-H?O interactions. In addition, the antitumor activities of complexes 1-6 have been studied. We also have measured the specific rotation of the chiral dicarboxylic acids and the organotin derivatives. |
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Keywords: | Chiral Triorganotin (R)-(+)-Methylsuccinic acid (S)-(+)-Methylglutaric acid l-(&minus" target="_blank">l-(&minus )-Malic acid Antitumor activity |
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