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Histidine derived ligand compound and preparation method thereof and application

A technology for ligand compounds and histidine, which is applied in the field of histidine-derived ligand compounds and its preparation, and can solve problems such as hindering the extension of coordination structures

Inactive Publication Date: 2017-07-21
JIANGHAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reason is that the amino acid ligand has only a few coordination sites, and the coordination positions of the carboxyl group and the amino group are close to each other, and they tend to combine with various metal ions in the NO chelation coordination mode to form The relatively stable chelating ring space configuration finally hinders the extension of the coordination structure to the high-dimensional space configuration

Method used

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  • Histidine derived ligand compound and preparation method thereof and application
  • Histidine derived ligand compound and preparation method thereof and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] (1) Preparation method of histidine derivative ligand compound:

[0026] 1) Weigh 0.32g of solid sodium hydroxide in a flask, measure 3mL of distilled water, and stir until completely dissolved; weigh 1.1g of L-histidine and add it to a three-necked flask, and stir with slight heat until all amino acids are dissolved to obtain a light yellow solution. Weigh 0.7g of benzoic acid-4-formaldehyde and dissolve it in 3mL of ethanol to obtain a colorless solution, add it into a three-neck flask, stir and react at room temperature for 20min to obtain a yellow solution; 2) mix the yellow solution obtained in step 1) for 5min, and divide Add a total of 0.3 g of sodium borohydride solid twice, stir and react in an ice bath for 30 min, until the yellow color of the solution fades completely to obtain a colorless solution; 3) transfer the colorless solution obtained in step 2) to a 50 mL beaker, and evaporate part of the solvent to A large number of white crystals appear, add about ...

Embodiment 2

[0035] (1) Preparation method of histidine-derived ligand compound: 1) Weigh 0.36g of sodium hydroxide solid in a flask, measure 6mL of distilled water, and stir until completely dissolved; weigh 1.4g of L-histidine and add it to a three-necked flask , stirred with slight heat until all the amino acids were dissolved to obtain a light yellow solution, weighed 0.9g of benzoic acid-4-formaldehyde and dissolved it in 6mL of ethanol to obtain a colorless solution, and added it to a three-necked flask, stirred and reacted at room temperature for 40min to obtain a yellow solution; 2) Add the yellow solution obtained in step 1) for about 5 minutes, add 0.35 g of sodium borohydride solid in two times under stirring, stir and react in an ice bath for 30 minutes, until the yellow color of the solution fades completely to obtain a colorless solution; 3) Add the obtained solution in step 2) The colorless solution was transferred to a 50mL beaker, and part of the solvent was evaporated over...

Embodiment 3

[0040] (1) Preparation method of histidine-derived ligand compound: 1) Weigh 0.34g of sodium hydroxide solid in a flask, measure 4mL of distilled water, and stir until completely dissolved; weigh 1.2g of L-histidine and add it to a three-necked flask In medium heat, stir until the amino acid is completely dissolved, and a light yellow solution is obtained. Weigh 0.8g of benzoic acid-4-formaldehyde and dissolve it in 5mL of ethanol to obtain a colorless solution, add it into a three-necked flask, stir and react at room temperature for 30min to obtain a yellow solution; 2) mix the yellow solution obtained in step 1) for 6min, and divide Add a total of 0.32 g of sodium borohydride solid twice, and stir in an ice bath for 35 minutes until the yellow color of the solution fades completely to obtain a colorless solution; 3) Transfer the colorless solution obtained in step 2) to a 50 mL beaker, and evaporate part of the solvent to A large number of white crystals appeared. Add about...

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Abstract

The invention discloses a histidine derived ligand compound and a preparation method thereof and application. The preparation method comprises the steps of first sequentially adding blended solution of sodium hydroxide solid, L-histidine, benzoic acid-4-formaldehyde and ethanol into a container, reacting for 20-40 min with stirring at room temperature, and obtaining yellow solution; performing ice-bath treatment on the yellow solution until yellow completely fades, and obtaining a colorless solution; evaporating the colorless solution until plenty of white crystal arises, taking the white crystal, dissolving the white crystal and then adding diluted hydrochloric acid to perform acidification to make pH be 6-7, fully precipitating the white precipitate, sequentially performing standing and suction filtration treatment, finally taking filter cake and sequentially using water, ethanol and diethyl ether for washing to obtain a crude product, taking and drying the crude product, and obtaining the histidine derived ligand compound. L-histidine is adopted as a raw material, L-amino acid serves as a main chiral ligand, benzoic acid-4-formaldehyde is added to serve as an auxiliary ligand, and the novel chiral histidine derived ligand is synthesized on the premise of reserving inherent chirality and coordinating group-carboxyl.

Description

technical field [0001] The invention relates to the field of molecular materials, in particular to a histidine-derived ligand compound and its preparation method and application. Background technique [0002] At present, the number of chiral organic ligands used to construct organic-inorganic hybrid coordination materials is relatively small. But in nature, especially in living organisms, chiral organisms are ubiquitous. As an organism with natural chirality, natural amino acids are rich in raw materials, and they have also been reported as chiral organic ligands to construct chiral coordination materials. For example, the use of L-amino acids and formed Schiff base organisms etc. as ligands to construct coordination networks has proven to be an option. However, structural analysis shows that the complexes constructed by such ligands mostly exist in the form of single, multinuclear or one-dimensional chain structures. The reason is that the amino acid ligand has only a fe...

Claims

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Application Information

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IPC IPC(8): C07D233/64C08G83/00
CPCC07D233/64C08G83/008
Inventor 余凡熊芯李艾华胡思前刘继延
Owner JIANGHAN UNIVERSITY
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