Ruthenium-containing coordination compound and preparation method thereof
A complex and organic solvent technology, applied in the field of ruthenium-containing complexes and their preparation, can solve the problems of no "single-molecule multi-target" anti-tumor drug research reports, staying in the laboratory research stage, toxic and side effects, etc. Achieve the effect of reducing the possibility of drug resistance, improving water solubility, and reducing toxic side effects
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[0018] According to the present invention, the preparation method of the complex containing ruthenium comprises the following steps:
[0019] (1) In a mixture of liquid ammonia and lower alcohols, mix aromatic hydrocarbons with alkali metals to obtain dihydroaromatic hydrocarbons;
[0020] (2) contacting the dihydroaromatic hydrocarbon with the ruthenium halide in the first organic solvent, and the conditions of the contact reaction make the reaction obtain the ruthenium halide arene dimer;
[0021] (3) Contacting the ruthenium halide arene dimer obtained in step (2) with a chelating ligand containing two coordinating atoms in a second organic solvent, the chelating ligand containing two coordinating atoms is selected from From one of alkyldiamine, 8-hydroxyquinoline and its derivatives, and phenanthroline and its derivatives, the conditions of the contact reaction make the ruthenium in the ruthenium halide arene dimer and the two in the chelate ligand A coordinating atom is ...
Embodiment 1
[0035] This example serves to illustrate the preparation of the ruthenium-containing complexes of the present invention.
[0036]
[0037] (1) In a mixture of liquid ammonia and ethanol, mix aromatic hydrocarbons and sodium metal at -78°C for 1 hour (the molar ratio of liquid ammonia, ethanol, aromatic hydrocarbons to sodium is 250:10:1:5), and get Dihydrogenated aromatics; the aromatics are benzene, biphenyl, isopropyl-p-toluene, and benzocyclopentane respectively; then the reaction product is subjected to vacuum distillation at 50-150° C. to remove the solvent and some unreacted raw materials, Obtained by nuclear magnetic resonance analysis, in the reaction product mixture, the purity of dihydroaromatics is about 70% by weight;
[0038] (2) Contact the reaction product mixture containing dihydroaromatics with ruthenium chloride in ethanol, wherein the amount of the reaction product mixture containing dihydroaromatics makes the molar ratio of dihydroaromatics to ruthenium ...
Embodiment 2
[0055] This example serves to illustrate the preparation of the ruthenium-containing complexes of the present invention.
[0056]
[0057] The ruthenium chloride arene dimer (prepared in Example 1) with a molar ratio of 1:1 was contacted with 8-hydroxyquinoline and its derivatives at 35° C. in methanol solution for 10 hours, and the ruthenium chloride The total amount of arene dimer and 8-hydroxyquinoline and its derivatives is 100 mg as a basis, and the amount of methanol is 30 ml, and then recrystallized in ethanol solution.
[0058] The benzene-ruthenium series complexes were obtained respectively: LQ2009, LQ2010, LQ2011 and LQ2012;
[0059] p-cymene-ruthenium complexes: LQ2013, LQ2014, LQ2015 and LQ2016.
[0060] The compounds prepared above were characterized by nuclear magnetic resonance and mass spectrometry respectively:
[0061] LQ2009:C 15 h 12 NORuCl, calc.MW=358.8, ESI-MS (m / z): [M-Cl] + =323.3
[0062] 1 H NMR: (Deuterated DMSO)δ(ppm):9.315(d,1H),8.241(d...
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