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Preparation method and application of benzoic acid column [5] arene ester derivatives

A technology of trimethylbenzenetricarboxylate and aromatic hydrocarbon esters, which is applied in the field of preparation of pillar [5] aromatic hydrocarbon ester derivatives of benzoic acid, and can solve the problems of restriction of the type of interaction object, small cavity size, and restrictions on the research and development of pillar aromatic hydrocarbons , to achieve the effect of cheap raw materials, mild reaction conditions and easy access to raw materials

Active Publication Date: 2016-06-01
GUANGXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the small size of the cavity of pillar[5]arenes, the types of their interaction guests

Method used

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  • Preparation method and application of benzoic acid column [5] arene ester derivatives
  • Preparation method and application of benzoic acid column [5] arene ester derivatives
  • Preparation method and application of benzoic acid column [5] arene ester derivatives

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Embodiment 1

[0032] The preparation method of benzoic acid column [5] arene ester derivative:

[0033] Under the protection of nitrogen, 1.65g (12.0mmol) 1,4-dimethoxybenzene, 1.08g (36mmol) paraformaldehyde, 300mL dry dichloromethane were successively added to a 500mL two-necked flask, and 0.31g (1.92mmol) anhydrous ferric chloride, under the condition of 25-30°C, continue to react for 2-3 hours, TLC tracking, after the reaction, add 150mL deionized water to the system to terminate the reaction. Then, the residue was filtered off, the organic layer was collected, extracted with dichloromethane (50mL×3), the organic layers were combined, dried over anhydrous sodium sulfate, and separated by column chromatography to obtain 1.25g of white solid 1,4-dimethoxy column [5] Aromatics; under nitrogen protection, add 490 mg (0.65 mmol) 1,4-dimethoxy column [5] aromatics to a 250 mL two-necked flask, 98 mL redistilled fresh chloroform, and add 3A molecular sieve desiccant , stirred well, and accura...

Embodiment 2

[0040] Examples of host-guest complexation selectivity of benzoic acid column [5] arene ester derivatives

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Abstract

The invention discloses a preparation method and application of benzoic acid column [5] arene ester derivatives. The derivatives include column [5] arene unimer, dimer and trimer. The preparation method includes: adopting a chemical synthesis method; using para metoxybenzene and paraformaldehyde as starting raw materials; obtaining products through catalysis and synthesis. The raw materials are simple and easy to get, the preparation method is simple to operate and mild in reaction condition. Compared with the circumstance that conventional single-column [5] arene cannot be in complexation with footballene C60 due to the fact that a cavity is too small, the circumstance that column [5] arene trimer compounds can be in complexation with footballene C60 through synergism of multiple cavities to form host-guest complexes is found for the first time.

Description

technical field [0001] The invention relates to a benzoic acid column[5]arene ester derivative, in particular to a preparation method and application of a benzoic acid column[5]arene ester derivative. technical background [0002] Pillararenes are a new type of cyclic host molecule composed of hydroquinone units and methylene para-positions. Due to their high symmetry, rigidity, and rich electronic properties, they exhibit excellent performance for many neutral and electron-deficient molecular objects. Excellent host-guest performance. Pillararenes have attracted much attention in host-guest chemistry, self-assembly chemistry, and fluorescence chemistry. Among pillar[n=5,6,7,8,9,10etc]arenes, pillar[5]arenes have the advantages of simple synthesis, readily available raw materials, and high yield, and their research and development are the most rapid. At present, a large number of derivatives and host-guest chemistry of pillar[5]arene structure modification have been report...

Claims

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Application Information

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IPC IPC(8): C07C69/773C07C69/017C07C69/78C07C67/14C07C41/30C07C41/26C07C43/21C07C43/23G01N21/33
CPCC07C41/26C07C41/30C07C67/14C07C69/017C07C69/76C07C69/78G01N21/33C07C43/21C07C43/23
Inventor 刘陆智段文贵黄艳黄宏飞岑波林桂汕
Owner GUANGXI UNIV