Fe3O4-loaded chiral catalyst and preparation method and application thereof

A chiral catalyst and supported technology, which is applied in the field of Fe3O4 supported chiral catalyst and its preparation, can solve the problem of reduced enantioselectivity of the catalyst, and achieve the effect of many surface active centers, good stability and improved catalytic activity

Inactive Publication Date: 2015-12-30
HENAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is a good method to support chiral amines. For example, the Jackie group supported MacMillan chiral imidazolidinone on silica gel in 2006, and applied this catalyst in Friedel-Crafts alkylation reaction and Diels-Alder cycloaddition In the reaction, the catalyst can be recycled and used very well, but the enantioselectivity of the catalyst is much lower than that of the non-catalytically active catalyst

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Fe 3 o 4 Preparation of nanospheres

[0015] (1) Weigh FeCl 3 ·6H 2 O and FeCl 2 4H 2 O was placed in a round-bottomed three-neck flask, where FeCl 3 ·6H 2 O and FeCl 2 4H 2 The molar ratio of O is 2:1, then add 200mL deionized water, stir and bubble with nitrogen for 10min; (2) After FeCl 3 ·6H 2 O and FeCl 2 4H 2 O After the solid is fully dissolved, stop nitrogen bubbling, continue stirring and add concentrated ammonia water dropwise under nitrogen atmosphere, stop adding concentrated ammonia water when the pH of the mixed system is 9, and stir for 20 minutes under nitrogen atmosphere; Transfer the neck bottle to an oil bath, continue to stir for 30 minutes under nitrogen atmosphere, stop stirring and heating, stop nitrogen flow, wait for it to cool to room temperature, let it stand for precipitation; (4) The solution in the round bottom three-necked bottle After standing for one day, place it in a magnetic field to pour off the supernatant, then wash wi...

Embodiment 2

[0017] Fe with double bonds on the surface 3 o 4 Preparation of nanospheres

[0018] 2g of Fe 3 o 4 Add the nanospheres into a 500mL round-bottomed flask filled with 200mL of toluene, then add 10.45mL of 3-(trimethoxysilyl)propyl acrylate and stir, and after nitrogen gas for 30min, react at 25°C for 24h, after the reaction is complete Wash with ethyl acetate and ethanol 5 times each, and vacuum-dry for 48 hours to obtain Fe with double bonds on the surface 3 o 4 nanospheres.

Embodiment 3

[0020] Fe with double bonds on the surface 3 o 4 Preparation of nanospheres

[0021] 1g of Fe 3 o 4 Add the nanospheres into a 500mL round-bottomed flask filled with 100mL of toluene, then add 5.23mL of 3-(trimethoxysilyl)propyl acrylate and stir. After passing nitrogen for 30min, react at 20°C for 24h. After the reaction is complete, Wash with ethyl acetate and ethanol 5 times each, and vacuum-dry for 48 hours to obtain Fe with double bonds on the surface 3 o 4 nanospheres.

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PUM

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Abstract

The invention discloses a Fe3O4-loaded chiral catalyst and a preparation method and application thereof and belongs to the technical field of chiral catalysis and asymmetric synthesis. According to a technical scheme, the Fe3O4-loaded chiral catalyst is formed by copolymerizing Fe3O4 nanospheres each having a double-bonded surface and a chiral monomer having a chemical formula shown below; this catalyst has a structure shown below. The invention further discloses the preparation method of the Fe3O4-loaded chiral catalyst and application of the Fe3O4-loaded chiral catalyst in Diels-Alder cycloaddition reaction. The Fe3O4-loaded chiral catalyst may be separated by magnetic attraction as one end of a polymer chain is fixed to one magnetic Fe3O4 nanosphere insoluble in a reaction medium, via a covalent bond; this catalyst has the advantage that the catalyst a heterogeneous catalyst is easy to recover and reusable.

Description

technical field [0001] The invention belongs to the technical field of chiral catalysis and asymmetric synthesis, in particular to a Fe 3 o 4 Supported chiral catalyst and its preparation method and application. Background technique [0002] In recent years, chiral amine catalysis has developed rapidly, and it is the core research topic in asymmetric organocatalytic synthesis. Many chemists in industry and academia have devoted themselves to research. It is a good method to support chiral amines. For example, the Jackie group supported MacMillan chiral imidazolidinone on silica gel in 2006, and applied this catalyst in Friedel-Crafts alkylation reaction and Diels-Alder cycloaddition In the reaction, the catalyst can be recycled and used very well, but the enantioselectivity of the catalyst is much lower than that of the non-catalytically active catalyst. Magnetic nanoparticles have excellent properties such as large specific surface area, many surface active centers, high...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/28C07C49/563C07C45/69
Inventor 李新娟杨蓓蕾贾献彬胡志国朱双营
Owner HENAN NORMAL UNIV
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