Visible light catalysis method for dehalogenation of aryl halide without need of photooxidation reduction catalyst
A halogenated aromatic hydrocarbon and catalyst technology, applied in the field of visible light catalysis organic synthesis, can solve the problems of affecting the actual yield of the reaction, increase the difficulty of operation, complex synthesis, etc., and achieve the effects of low cost, easy availability of raw materials and high reaction efficiency.
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Embodiment 1
[0047]Example 1 Weigh 0.05 mM halogenated aromatic hydrocarbon into a reaction flask, add 2 mL of solvent, fill the reaction flask with nitrogen gas for deoxygenation for 20 minutes, and add 30 μL of triethylamine during deoxygenation. Afterwards, the reaction container was sealed, placed above a light-emitting diode (LED) with a wavelength of 400 nm and a power of 2 W for irradiation, and the reaction was stirred at room temperature for 24 hours. Afterwards, utilize gas chromatography-mass spectrometry to characterize the yield of dehalogenation reaction, and the productive rate of acetophenone is 83.4%, and the characterization result of gas chromatography-mass spectrometry is as follows: figure 2 Shown; Wherein halogenated arene is iodoacetophenone, solvent is toluene.
Embodiment 2
[0048] Example 2 Weigh 0.02 mM halogenated aromatic hydrocarbons into a reaction flask, add 1 mL of solvent, fill the reaction flask with nitrogen gas for deoxygenation for 10 minutes, and add 15 μL of triethylamine during deoxygenation. Afterwards, the reaction container was sealed, placed above a light-emitting diode (LED) with a wavelength of 400 nm and a power of 0.5 W for irradiation, and the reaction was stirred at room temperature for 12 hours. Afterwards, the yield of the dehalogenation reaction was characterized by gas chromatography-mass spectrometry, and the yield of o-phenylacetonitrile was 80.7%. Tetrahydrofuran.
Embodiment 3
[0049] Example 3 Weigh 0.1 mM halogenated aromatic hydrocarbon into a reaction flask, add 2 mL of solvent, fill the reaction flask with nitrogen gas for deoxygenation for 25 minutes, and add 30 μL of potassium tert-butoxide during deoxygenation. Afterwards, the reaction vessel was sealed, placed above a light-emitting diode (LED) with a wavelength of 450 nm and a power of 30 W for irradiation, and the reaction was stirred at room temperature for 18 hours. Afterwards, utilize gas chromatography-mass spectrometry to characterize the yield of dehalogenation reaction, and the productive rate of benzaldehyde is 51.5%, and the gas chromatography-mass spectrometry characterization result is as follows figure 2 Shown; Among them, the halogenated aromatic hydrocarbon is p-iodobenzaldehyde, and the solvent is N,N-dimethylformamide.
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