Photocatalyst for selectively catalytically oxidizing and coupling amine to generate imine

A photocatalyst, catalytic oxidation technology, applied in physical/chemical process catalysts, organic chemistry, chemical instruments and methods, etc., can solve the problems of long time, high oxygen concentration, etc., achieve high reaction efficiency, simple operation, high practical value and The effect of the application foreground

Inactive Publication Date: 2014-07-09
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although many people have used inorganic semiconductors as photocatalysts to realize organic reactions under visible light, the existing oxidation methods still have certain defects, requiring high oxygen concentration and taking a long time

Method used

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  • Photocatalyst for selectively catalytically oxidizing and coupling amine to generate imine
  • Photocatalyst for selectively catalytically oxidizing and coupling amine to generate imine
  • Photocatalyst for selectively catalytically oxidizing and coupling amine to generate imine

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Experimental program
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Effect test

Embodiment 1

[0016] With benzylamine as substrate, ZnIn 2 S 4 As a photocatalyst, in air, dichloromethane (DCM), N,N-dimethylformamide (DMF), acetonitrile (CH 3 CN) and trifluorotoluene (BTF) as solvents, and reacted with light for 20min. The reaction results are shown in Table 1, wherein the conversion rate and selectivity under the condition of dichloromethane are higher than other solvents as a whole, so embodiment 2 uses dichloromethane as the solvent.

[0017] Table 1

[0018]

Embodiment 2

[0020] With dichloromethane as solvent, ZnIn 2 S 4 As a photocatalyst, in the air, with different amine compounds as substrates, light reaction for 45min. The reaction results are shown in Table 2, and the effects of different functional groups and spatial configurations were investigated. Among them, the conversion rate and selectivity of the electron-accepting functional group and the electron-withdrawing functional group are not much different, such as (No. 5-6). Seen from the serial number 2-4, -OCH 3 There are obvious differences in the conversion rates of the ortho, meta and right positions, indicating that the steric effect has a certain influence on the selective oxidation of benzylamines, and the conversion rate of the para position is higher than that of the ortho and meta positions (No. 4), Selectivity is similar. At the same time, the catalyst also showed certain catalytic activity for heterocyclic amines (No. 7) and chain amines (No. 8).

[0021] Table 2

[...

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Abstract

The invention discloses a photocatalyst for selectively catalytically oxidizing and coupling amine to generate imine, belonging to the technical field of organic chemistry and photocatalysis. The photocatalyst is ZnIn2S4. The photocatalyst has high conversion rate and selectivity on selective amine oxide type compounds in air. Meanwhile, a method for preparing the catalyst is simple, convenient and feasible and is good for large-scale industrial popularization.

Description

technical field [0001] The invention belongs to the field of organic chemistry and photocatalysis, in particular to a photocatalyst for selectively catalyzing and oxidizing coupled amines to generate imines. Background technique [0002] Oxidation reaction is one of the most basic methods for material transformation in the field of organic synthesis. Many oxidation reactions have been put into practical use, especially selective oxidation reactions, which can efficiently produce useful materials with high selectivity under mild conditions. of organic compounds. Imines are an important class of organic intermediates, which are widely used in organic synthesis and biomedicine. In recent years, the preparation of imines by oxidation has become an effective method, especially the selective oxidation with oxygen, hydrogen peroxide, etc. under catalytic conditions has attracted widespread attention. For example, N. Mizuno group reported Ru / Al 2 o 3 It can catalyze the oxidatio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J27/04C07C251/24C07C251/08C07C249/02C07D307/52
Inventor 李朝晖叶琳戴文新
Owner FUZHOU UNIV
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