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Pyridyl bridged NNP cobalt complex and application thereof

A technology of pyridyl bridge and cobalt complex, which is applied in the direction of cobalt organic compounds, organic compound/hydride/coordination complex catalysts, compounds containing group 8/9/10/18 elements of the periodic table, etc., to achieve synthesis The route is simple, the reaction is green, and the effect of less synthesis steps

Active Publication Date: 2021-01-05
QINGDAO TECHNOLOGICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Other reported methods for synthesizing benzimidazoles were performed at lower temperatures, but the inventors found that stoichiometric hydrogen acceptors or strong bases were required

Method used

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  • Pyridyl bridged NNP cobalt complex and application thereof
  • Pyridyl bridged NNP cobalt complex and application thereof
  • Pyridyl bridged NNP cobalt complex and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039]

[0040] Under nitrogen, pyridyl-bridged NNP ligand 1a (350.24mg, 1.1mmol), cobalt dichloride (129.8mg, 1mmol) was reacted in 5mL of tetrahydrofuran solvent at 65°C for 24h with stirring. The volatile components were removed under reduced pressure, and the solid was recrystallized from toluene / n-hexane (v / v=1 / 3) to obtain the target product 2a (381.0 mg, yield 85%) as a green solid.

Embodiment 2

[0042] The reaction steps and operations are the same as in Example 1, except that the reaction time of the system is 50 hours. After stopping the reaction, the target product 2a (367.6 mg, yield 82%) was obtained as a green solid after post-treatment. It shows that prolonging the reaction time is not beneficial to increase the yield of the target product.

Embodiment 3

[0044] The reaction steps and operations are the same as in Example 1, except that the reaction solvent is ethanol, and the reaction temperature is 65°C. After stopping the reaction, the target product 2a (363.1 mg, yield 81%) was obtained as a green solid after post-treatment. It shows that this reaction can also be carried out in protic solvents.

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Abstract

The invention relates to a pyridyl bridged NNP cobalt complex and an application thereof. A pyridyl bridged tridentate NNP compound is used as a ligand to react with a metal cobalt precursor to obtainthe pyridyl bridged NNP cobalt complex. The complex can be used for catalyzing dehydrogenation condensation of o-phenylenediamine and benzyl alcohol to generate benzimidazole compounds. The method has the advantages of cheap and easily available raw materials, simple operation, few synthesis steps, green reaction and the like.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and specifically relates to a pyridyl bridged NNP cobalt complex and an application thereof. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Benzimidazole and its derivatives are important constituent units of drug molecules and have significant biological activities, such as antiarrhythmic, antiulcer, anticancer, antifungal, antiworm, and antiviral activities. In addition, benzimidazole compounds also play an important role in the chemical industry, such as pigments, coatings, optical brighteners, and heat-resistant films for fuel cells. The synthesis of benzimidazole is usually formed by c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/06B01J31/24B01J31/18C07D235/18
CPCC07F15/065B01J31/24B01J31/1815C07D235/18B01J2531/845B01J2531/0244
Inventor 柴会宁谭伟强李钰杰卢媛媛马雨欣
Owner QINGDAO TECHNOLOGICAL UNIVERSITY
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