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Synthesizing method of phenoxyl radicals

A synthetic method and free radical technology, applied in the direction of organic chemical methods, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of rare synthesis reports of oxygen free radicals, and achieve high yield, simple synthesis process, and preparation process The effect of mild conditions

Inactive Publication Date: 2017-06-23
HENAN NORMAL UNIV
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  • Abstract
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Problems solved by technology

Although it is one of the first types of free radicals discovered, there are very few reports on the synthesis of oxygen free radicals and in free radical reactions

Method used

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  • Synthesizing method of phenoxyl radicals
  • Synthesizing method of phenoxyl radicals
  • Synthesizing method of phenoxyl radicals

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Experimental program
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Embodiment

[0016]

[0017] Add thienopyrrole (380mg, 2mmol) into a 250mL two-necked bottle, protect with inert gas, add 190mL of anhydrous and oxygen-free dichloromethane, keep away from light, and stir evenly. Control the temperature of the reaction system at -30~-40°C, stir for 30 minutes, and slowly add 190 μL Lewis acid BF 3 ·Et 2 O solution, reacted at low temperature for 3h, then naturally warmed up to room temperature and continued to react for 24h. DDQ (224mg, 1mmol) was dissolved in a small amount of dichloromethane and added to the reaction system, and continued to stir at room temperature for 24h. After the reaction was completed, the solvent was distilled off under reduced pressure, separated quickly by alumina column chromatography, and chloroform / methanol (4 / 1, v / v) was used as the eluent to collect the blue-purple components in the front section, which were recrystallized from methanol to obtain blue-gray Crystals, yield 68%.

[0018] figure 1 It is the ultraviolet-...

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Abstract

The invention discloses a synthesizing method of phenoxyl radicals, and belongs to the technical field of synthesizing of radicals. The synthesizing method of the phenoxyl radicals is technically characterized in that lewis acid (BF3 Et2O) and an aromatic fused ring compound (thiophene and pyrrole) are used as initiators to react with a phenoxyl compound (2,3-dicyano-5,6-dichlorobenzoquinone), so as to obtain the phenoxyl radicals; a synthesizing process of the phenoxyl radicals is specifically disclosed. The synthesizing method has the advantages that the synthesizing technology is simple; the implementing is easy, the repeatability is better, the condition in the preparation process is mild, the purifying operation is simple, the yield is higher, and the better application prospect is realized in the basic study and practical study of oxygen radicals.

Description

technical field [0001] The invention belongs to the technical field of synthesis of free radicals, and in particular relates to a synthesis method of phenolic oxygen free radicals. Background technique [0002] Free radical substances are atoms, molecules or ions containing unpaired electrons, which are closely related to organic reaction mechanisms, structural chemistry and functional material chemistry, and penetrate into the fields of physics and biomedicine, such as oxygen in the air, the first organic superconductivity Materials such as tetrathiafulvalene (TTF) cations and nitric oxide regulating vascular function (relevant work won the Nobel Prize in Physiology and Medicine in 1998) are all free radical molecules. For nearly a century, free radical reactions have attracted the attention of organic chemists. Free radical reactions have been widely used in the field of organic synthesis in the past three decades, and have penetrated into the electrophilic, nucleophilic ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C253/30C07C253/34C07C255/51
CPCC07C253/30C07B2200/13C07C253/34C07C255/51
Inventor 常毅牛梦圆刘梦阳
Owner HENAN NORMAL UNIV
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