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Ruthenium-diimine type complex as well as preparation method and application thereof

A diimine type, ruthenium complex technology, applied in ruthenium organic compounds, platinum group organic compounds, chemical instruments and methods, etc. High yield and purity, simple preparation method

Inactive Publication Date: 2018-07-20
JIANGSU VOCATIONAL COLLEGE OF MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But until now, there are still a lot of unexplored content in the complexation mechanism, complexation constant, and ligand modification of ruthenium complexes and DNA.

Method used

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  • Ruthenium-diimine type complex as well as preparation method and application thereof
  • Ruthenium-diimine type complex as well as preparation method and application thereof
  • Ruthenium-diimine type complex as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The chemicals in the examples are domestic AR reagents unless otherwise specified. The amount of each substance in the following examples can be adaptively increased or decreased according to the needs of different actual situations.

[0031] Embodiment 1: ruthenium complex precursor Ru(bpy) 2 Cl 2 Synthesis

[0032] Weigh 2.07g of ruthenium trichloride hydrate on an analytical balance, place it in a 50ml round-bottom single-necked flask, add 20ml of DMF, stir to dissolve it, and add accurately weighed 3.15g of 2-2' bipyridine, chlorine Lithium chloride 0.5g. Place the round-bottomed flask in an oil bath on an electromagnetic stirrer, put a tetrafluoroethylene stirring bar, connect the reflux condenser tube, and vacuumize the double-row tube-pass nitrogen for 3 cycles to remove all the impurities in the reactor. air. Turn on the heating function of the electromagnetic stirrer, set the temperature to 110°C, and heat and stir overnight. After the heating was stopped...

Embodiment 2

[0033] Embodiment 2: Synthesis of novel ruthenium-diimine complexes

[0034] Weigh 0.54g (5mmol) of 2-pyridinecarbaldehyde on an analytical balance, place it in a 150ml round-bottomed two-neck flask, add 80ml of absolute ethanol, stir to dissolve it, and add accurately weighed 2-aminopyridine 1.21 g (5 mmol). Heat and stir at 60° C. for 15 minutes under nitrogen protection. Add Ru(bpy) synthesized by Example 1 2 Cl 2 2.5g (4.8mmol), and then heated to reflux overnight under the protection of nitrogen. After the complete conversion of the raw materials was monitored by TLC, the heating was stopped, cooled to room temperature, and the reaction solution was concentrated to 50 ml with a rotary evaporator. Add 5ml of saturated methanol solution of ammonium hexafluorophosphate, stir well and transfer the reaction mixture to a sandboard funnel for suction filtration, and wash the obtained solid with ethanol cooled to 0°C three times, 10ml each time. The obtained crude product w...

Embodiment 3

[0035] Example 3: UV and fluorescence tests of novel ruthenium-diimine complexes

[0036] Weigh 20 mg of the novel ruthenium-diimine complex synthesized by the method of the present invention on an analytical balance, place it in a 50 ml volumetric flask, dissolve and constant volume with freshly steamed acetonitrile (spectrum pure). The cuvettes were purged of air with argon before UV and fluorescence measurements. UV spectrum data show that the complex has strong absorption peaks at 270nm and 320nm, and weaker absorption peaks at 426nm and 490nm, as shown in the attached image 3 shown. The strong absorption peak at 270nm comes from the electronic transition of the intrinsic diimine ligand, and the strong absorption peak at 320nm is derived from the π→π* electronic transition centered on the ligand; the absorption peak at 426nm can be assigned to the MLCT electron transfer dπ(Ru)→π from d orbital to π* antibonding orbital of bipyridyl ligand * (bpy), the absorption peak a...

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Abstract

The invention relates to a ruthenium-diimine type complex as well as a preparation method and application thereof. The method comprises the following steps: i, dissolving 2-pyridine carboxaldehyde and2-aminochrysene into absolute ethyl alcohol, and heating and stirring under the protection of nitrogen gas; adding a ruthenium complex precursor Ru(bpy)2Cl2; heating and refluxing overnight under theprotection of the nitrogen gas; after raw materials are completely transformed, stopping heating; cooling to room temperature and concentrating; adding a methanol saturated solution of ammonium hexafluorophosphate into a concentrated solution; transferring a reaction mixture into a sand plate funnel for suction filtration, and washing; dissolving a crude product into acetone and taking n-hexane as a dispersion agent for recrystallizing, so as to obtain a ruthenium-diimine type complex pure product. The ruthenium-diimine type complex provided by the invention has the advantages of simple preparation method and relatively high yield and purity; after a ligand is synthesized, the ligand does not need to be subjected to separation treatment and can directly react with a ruthenium precursor toobtain a target product. The ruthenium-diimine type coordination complex has a wide application prospect in the fields including catalysis, sensing, molecular recognition and the like.

Description

technical field [0001] The invention relates to the field of preparation of ruthenium complexes, in particular to a ruthenium-diimine complex and a preparation method thereof. Background technique [0002] as d 6 As a representative of transition metals, ruthenium is easy to form six-coordinated complexes and has rich valence changes, which endows it with rich physical and chemical properties. Ruthenium complexes have good thermodynamic stability, rich photophysical information, high excited state reactivity, long fluorescence lifetime and good luminescence performance. At present, it is widely used in chemiluminescence, electron transfer, nonlinear optical materials, molecular optical switches, molecular recognition, sensors and other fields. At the same time, the ruthenium complex has the characteristics of low biological toxicity, easy absorption and rapid excretion, so it has a huge application in anti-tumor. In addition, the ruthenium complex itself also has broad ap...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06G01N21/33G01N21/64G01N27/48G01N33/53
CPCC07F15/0053C09K11/06C09K2211/185G01N21/33G01N21/6428G01N27/48G01N33/5308
Inventor 孔建飞刘金权王彩虹隽雅
Owner JIANGSU VOCATIONAL COLLEGE OF MEDICINE
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