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Method for preparing ester by catalyzing halogenated aromatic and carbonyl source through non-transition metal under visible light

A non-transition metal, halogenated aromatic hydrocarbon technology, applied in the field of photocatalytic organic synthesis, to achieve the effect of mild reaction conditions, conducive to popularization and application, and wide applicability

Inactive Publication Date: 2018-06-08
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, introducing visible light into organic reactions has great potential application value, but it is also a very challenging task

Method used

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  • Method for preparing ester by catalyzing halogenated aromatic and carbonyl source through non-transition metal under visible light
  • Method for preparing ester by catalyzing halogenated aromatic and carbonyl source through non-transition metal under visible light
  • Method for preparing ester by catalyzing halogenated aromatic and carbonyl source through non-transition metal under visible light

Examples

Experimental program
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Effect test

Embodiment 1

[0027] A non-transition metal visible light catalyzed method for preparing esters from halogenated aromatic hydrocarbons and carbonyl sources, the specific steps are:

[0028] 1) Add 561mg (5mmol) of potassium tert-butoxide, 90mg (0.5mmol) of 1,10-phenanthroline, 4ml of anhydrous benzene, and 1mmol of p-iodotoluene into a clean, dry, high-pressure reactor with magnets;

[0029] 2) After adding the sample, seal the reactor well, and move it from the glove box to the fume hood. Note that the follow-up operations are all carried out in the fume hood. First, flush the reactor with a certain pressure of CO gas to replace the nitrogen in the reactor. , after flushing three times, fill the reactor with 60atmCO gas, and close the two-way valve;

[0030] 3) Start stirring and carry out visible light reaction with xenon lamp (420nm2 ), after 24 h of reaction, stop the light and stirring, and release the CO gas in the reactor.

Embodiment 2

[0032] The specific experimental method is basically the same as in Example 1 of this part, except that the carbon monoxide pressure of 60 atm is changed to 10 atm.

Embodiment ３

[0034] The specific experimental method is basically the same as in Example 1 of this part, except that the carbon monoxide pressure of 60 atm is changed to 20 atm.

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Abstract

The invention discloses a method for preparing ester by catalyzing a halogenated aromatic and a carbonyl source through non-transition metal under visible light. The method is characterized by takinga complex formed by potassium tert-butoxide derivatives and 1,10-phenanthroline derivatives as a photocatalyst, taking carbon monoxide as the carbonyl source, taking the halogenated aromatic and derivatives thereof as reaction substrates, and generating ester through a free radical process under light illumination. Through the method, a metal-free organic complex is used for replacing the originalnoble metal catalyst; a visible light excitation mode is used for replacing the conventional heating manner; the carbonylation reaction of the halogenated aromatic is environmentally, economically and efficiently achieved; the synthesis conditions are mild; the raw materials are easily available and environmentally friendly; the solar energy is efficiently utilized; the method has obvious economic and social benefits.

Description

technical field [0001] The invention belongs to the technical field of photocatalytic organic synthesis, and in particular relates to a non-transition metal visible light-catalyzed method for preparing esters from halogenated aromatic hydrocarbons and carbonyl sources. Background technique [0002] Sunlight is a kind of composite light, including three different wavebands of ultraviolet, visible and infrared. 44% of the energy is concentrated in the visible light band. Chemists have long discovered that chemical molecules acquire unique reactivity when they absorb light. Because visible light has the advantages of suitable wavelength and high natural abundance, if visible light can be applied to organic synthesis reactions, its development potential is huge. Traditional organic synthesis is usually a thermal reaction. It was not until the middle and late 19th century that visible light catalysis was gradually applied to organic reactions. It is worth mentioning that quite ...

Claims

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Application Information

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IPC IPC(8): C07C67/36C07C69/76
CPCC07C67/36C07C69/76
Inventor 员汝胜何蓉王乐乐魏英聪潘皓
Owner FUZHOU UNIV
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