Titanocene complex with oxygen-containing carboxylic acid as ligand as well as preparation method and application of titanocene complex

A technology of oxygen-containing carboxylic acids and complexes, applied in organic compound/hydride/coordination complex catalysts, chemical instruments and methods, metallocenes, etc., can solve the problems of sensitivity, complicated preparation process, expensive raw materials, etc., and achieve GF application prospects, simple and easy synthesis steps, and easy handling effects

Inactive Publication Date: 2018-10-16
SHAANXI NORMAL UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because it is widely used in catalysis, materials, medicine and other fields, especially titanocene complexes, which are stable to air and water, and show good activity in organic catalytic reactions, but usually the preparation process is complicated and the raw materials are expensive. Sensitive to water, so it is necessary to develop a preparation method with mild conditions, stable to air and water, and simple operation steps

Method used

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  • Titanocene complex with oxygen-containing carboxylic acid as ligand as well as preparation method and application of titanocene complex
  • Titanocene complex with oxygen-containing carboxylic acid as ligand as well as preparation method and application of titanocene complex
  • Titanocene complex with oxygen-containing carboxylic acid as ligand as well as preparation method and application of titanocene complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Prepare titanocene complexes with the following structural formula:

[0024]

[0025] Dissolve 0.51g (2.0mmol) 5-sulfosalicylic acid in 15mL distilled water, then add 0.5g (2.0mmol) titanocene dichloride three times, and stir until titanocene dichloride is completely dissolved; 0.844g ( 4.0mmol) of 3-nitrophthalic acid was dissolved in 30mL of ethanol, then the two solutions were mixed, stirred at room temperature for 4 hours, concentrated under reduced pressure, dried with anhydrous magnesium sulfate for 15min, concentrated by rotary evaporation, and mixed with ethanol / n-hexane Recrystallized to obtain 0.801 g of orange-red titanocene complex, with a yield of 67%, and the X-ray single crystal structure diagram is as follows: figure 1 shown. The complex belongs to the monoclinic crystal system, unit cell parameters a=28.8740(11), b=10.2722(4), c=16.4969(6), α=90°, β=97.1350(10)°, γ=90° , Z=8, O002-Ti-O00B=85.4(2)°.

Embodiment 2

[0027] Prepare titanocene complexes with the following structural formula:

[0028]

[0029] In this example, the 3-nitrophthalic acid in Example 1 was replaced with equimolar 4-nitrophthalic acid, and the other steps were the same as in Example 1 to obtain the target titanocene complex.

Embodiment 3

[0031] Prepare titanocene complexes with the following structural formula:

[0032]

[0033] In this example, the 3-nitrophthalic acid in Example 1 was replaced with equimolar 4-fluorophthalic acid, and the other steps were the same as in Example 1 to obtain the target titanocene complex.

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Abstract

The invention discloses a titanocene complex with oxygen-containing carboxylic acid as well as a preparation method and an application of the titanocene complex. The structural formula of the complexis shown in the description. The titanocene complex is prepared from oxygen-containing carboxylic acid as a ligand, titanocene dichloride as Lewis acid and 5-sulfosalicylic acid as a transitional ligand. The complex is stable to air, the raw materials used in the synthesis method are low in cost and easy to obtain, synthesis steps are simple and easy, post-treatment of the product is simple, conditions are mild, and the yield of the target product is high. The complex is used for catalyzing reaction of 2-aminoacetophenone and aromatic aldehyde for synthesis of 2-aryl-2,3-dihydroquinolinone, and better yield is obtained.

Description

technical field [0001] The invention relates to a titanocene complex with an oxygen-containing carboxylic acid as a ligand, as well as a preparation method and application of the complex. Background technique [0002] Metal-organic complexes are generally synthesized in a strictly anhydrous organic phase. However, in recent years, research on the synthesis and reaction of titanocene derivatives under aqueous conditions has attracted increasing interest. Because it is widely used in catalysis, materials, medicine and other fields, especially titanocene complexes, which are stable to air and water, and show good activity in organic catalytic reactions, but usually the preparation process is complicated and the raw materials are expensive. It is sensitive to water, so it is necessary to develop a preparation method with mild conditions, stable to air and water, and simple operation steps. Contents of the invention [0003] The technical problem to be solved by the present in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/00B01J31/22C07D215/233C07D401/04C07D405/04
CPCB01J31/2295B01J2231/34B01J2531/0225B01J2531/46C07D215/233C07D401/04C07D405/04C07F17/00
Inventor 高子伟王芸芸杨明明张伟强孙华明简亚军张国防
Owner SHAANXI NORMAL UNIV
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