Organotin Compounds Containing The N Atom Of Carboxylic Acid-based Synthesis, Structural Characterization And The Nature Of The Study

Organotin compounds are widely used in catalysts,heat stabilizers,fungicides,anti-corrosion materials.Since the capacity of coordination with the hetero-atoms and the coordination complex and changeable way cause a functional alkyt-substituted compounds a variety of structures.The structure and biological activity of organotin compounds,In particular anti-cancer activity,has become one of the hot research.At the basis of previous work on,we used acetic acid and pyridine hydrazone salicylaldehyde replace-α-amino acids to react with organic tin oxide or chloride.The 57 new organotin compounds are synthesized.we characterize their structure by using of elemental analysis,IR,NMR,X ray diffraction techniques and analysis The crystal structure of 11 compounds.Determination of the antibacterial activity of representative compounds and anti-tumor activity.Researching on the nature of their structural features and to explore its structure-activity relationships are the subject of this thesis idea.1,Pyridine carboxylic acid as raw materials,we synthesize pyridine hydrazide,and then with the glyoxylic acid condensation reaction,three kinds of pyridine hydrazone acid were prepared,and acetic acid pyridine hydrazone with organotin hydroxides or oxides synthesized by the reaction of 12 organotin pyridine acetate hydrazone.(PyCONHN=CHCOOSnR₃ or([PyCONHN= CHCOO)₂Sn₂]₂O).The structure of their was characterizated by using of elemental analysis,IR, NMR and others.Using X-ray diffraction determinate the crystal structure of the three compounds.2-PyCONHN=CHCOOSn(CH₂(CH₃)₂CPh)₃(3),(3-PyCONHN=CHCOOSnBu₂)₂O (8),(4-PyCONHN=CHCOOSnBu₂)₂O(12).Compound 3,because n-alkyl benzene,the larger steric makes pyridine nitrogen atoms coordinate at tin atoms,tin atoms for the four-coordinate distorted tetrahedral configuration,compounds 8 and 12,for dimer the structure of tin atoms are seven-coordinate bipyramidal configuration of the Pentagon.Through the pyridine and o-hydrazide condensation dihydroxyacetophenone synthesized three kinds of pyridine o-dihydroxyacetophenone hydrazone and two organotin chloride reaction,was prepared by 12 O-pyridine dihydroxyacetophenone hydrazone organotin compounds PyCONHN= CH(CH₃)C₆H₅OSnR₂(R=Cy,Ph,CH₂CH₂COOCH₃,Bu).We determinte the crystal structure of 3 componds by using X-ray diffraction.Compound 15 for the phenolic hydroxyl group oxygen, nitrogen hydrazide,carbonyl Oxygen,pyridine nitrogen coordination of the dual-core organotin compounds,tin atoms for the coordination of the Pentagon seven bipyramid configuration.The compounds 16 and 19,are single-core compounds.Tin atom in compound 16 for the five-coordinate trigonal bipyramidal configuration,and 19 compounds,as a result of ester-substituted functional groups to form intramolecular tin-oxygen bond,the tin atom is six-coordinate distorted octahedral configuration. 2,Through the chiralα-amino acids with substituted salicylaldehyde condensation generated by replacing salicylaldehyde-α-amino acid Schiff base and two(β-methoxy carbonyl ethyl) tin dichloride was synthesized,we synthesize 25 Salicylaldehyde-α-amino acid organic compounds, characterize their structural and analysis of five of the crystal structure of compounds.The results showed that:in the Ba and Ca compounds to replace the salicylaldehyde-α-amino acids can be used as NO2 tridentate chelating ligand with the tin atoms to form five-coordinate monomer structure of coordination.One of twoβ-methoxy-ethyl-carbonyl carbon atom and on the imino nitrogen atom in the trigonal bipyramidal equatorial plane on the three positions of up to replace the salicylaldehyde oxygen atoms and chiral amino acid on the oxygen atoms occupy the trigonal bipyramidal axial position,forming a trigonal bipyramidal configuration. Compounds at Cd,Ed and Fd,as a result of ester-substituted alkyl,ester carbonyl oxygen in the tin atoms with a weak ligand molecule,the tin atoms are seven-coordinate distorted bipyramid configuration of the Pentagon.Bond length bond angle is only slightly different.3,Using of microcalorimetry method,we determine on the antibacterial activity of E.coli of four compounds.A:2-NC₅H₄CONHN=CHCOOSn(CH₂(CH₃)₂CPh)₃(3), B:3,5-Br₂C₆H₂OC=NC(CH(CH₃)₂)COOSn(CH₂CH₂COOCH₃)₂,C:CH₃CH₂OC₆H₃OC=NC(CH(C H₃)₂)COOSn(CH₂CH₂COOCH₃)₂,D:CH₃OC₆H₃OC=NC(CH(CH₃)₂)COOSn(CH₂CH₂COOCH₃)₂. and Preliminary study of the structure-activity relationship.The measured results of the organotin compounds have a certain degree of antibacterial activity,and their antibacterial activity of bactericidal compared in this article than to replace the organic halogen compounds better fungicidal activity,They compared the bactericidal activity for the A＜B＜C＜D,and different functional groups on the antibacterial activity has different effects.But now anti-bacterial drugs on the market compared to its antibacterial activity must have the gap.4,we determine anti-tumor activity of the carboxylate by using MTT of four organotin carboxylate.2-PyCONHN=CHCOOSn(CH₂(CH₃)₂CPh)₃(3),3-PyCONHN=CHCOOSnCy₃(5),2-P yCONHN=CH(CH₃),C₆H₅OSn(CH₂CH₂COOCH3)₂(15),CH₃OC₆H₃OC=NC(CH₂CH(CH₃)₂)CO OSn(CH₂CH₂COOCH₃)₂(Ca).They are the anti-tumor activity of cisplatin was significantly higher than that.In particular,compounds are five pairs of A549 and the inhibition COLO205 were anti-cancer activity of cisplatin 29.25,45.8 times.For the design and synthesis of more efficient anti-tumor activity of drugs and provides the experimental basis for fungicides.5,We have studied the2-PyCONHN=CHCOOSn(CH₂(CH₃)₂CPh)₃(3),(4-PyCONHN= CHCOOSn Bu₂)₂O(12) of the cyclohexanone condensation reaction with 1,3 propanediol, acetyl acetate exchange reaction of the catalytic activity of compound 3 with a better than 12 compounds and selective catalysts.This selection of us looking for a high catalyst provided the basic data.