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Sponge loaded chiral organic catalyst

An organic catalyst, catalyst technology, applied in the direction of organic compound/hydride/coordination complex catalyst, catalyst activation/preparation, physical/chemical process catalyst, etc., to achieve controllable loading, high recycling rate, stable properties Effect

Active Publication Date: 2017-11-17
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The object of the present invention is to provide a chiral organic catalyst supported by sponge, which aims to solve the problem that there is no chiral organic catalyst supported by sponge in the prior art, and it is difficult to ensure the activity and facilitate recovery of organic small molecule catalysts that catalyze the activation reaction of conventional C-H bonds. The problem of loading on the sponge under the premise of

Method used

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  • Sponge loaded chiral organic catalyst
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  • Sponge loaded chiral organic catalyst

Examples

Experimental program
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Effect test

Embodiment 1

[0076] A kind of chiral organocatalyst supported by sponge, said chiral organocatalyst supported by sponge is made of sponge, silylating agent and organic catalyst, wherein, said sponge is polydimethylsiloxane sponge containing surface hydroxyl ( PDMS), the silylating agent is 3-aminopropyltriethoxysilane modified with chloroacetic acid at the end group, and the chiral organic catalyst is trans-4-hydroxyl-L-proline shown in the following formula amino acid, and the silylating agent is supported on the surface of the sponge by reacting with the surface hydroxyl group of the sponge, and the chiral organic catalyst is bonded to the carboxyl group of the silylating agent through a covalent bond, and is connected to the Sponge surface. Wherein, the structure of the chiral organic catalyst is as follows, and the effect diagram of the chiral organic catalyst supported by the sponge is as follows figure 1 shown.

[0077]

Embodiment 2

[0079] A kind of chiral organocatalyst supported by sponge, said chiral organocatalyst supported by sponge is made of sponge, silylating agent and organic catalyst, wherein, said sponge is polydimethylsiloxane sponge containing surface hydroxyl ( PDMS), the Linker reagent is a 3-carboxypropyltriethoxysilane whose terminal group is a carboxylic acid, and the chiral organic catalyst is 4-hydroxyl-2-diaryl-2- Trimethylsilyl ether-L-proline, and the silylating agent is supported on the surface of the sponge by reacting with the surface hydroxyl of the sponge, and the chiral organic catalyst is covalently bonded to the modified The silylating agent is bonded, attached to the surface of the sponge. Wherein, the structure of the chiral organic catalyst is as follows, and the effect diagram of the chiral organic catalyst supported by the sponge is as follows figure 2 shown.

[0080]

Embodiment 3

[0082] A sponge-supported chiral organic catalyst, the sponge-supported chiral organic catalyst is made of sponge, silylating agent and organic catalyst, wherein the sponge is a polydimethylsiloxane sponge containing surface hydroxyl groups ( PDMS), the silylating agent is 3-aminopropyltriethoxysilane modified with glutamic acid at the end group, wherein the side chain of glutamic acid is selectively protected or removed, the chiral The organic catalyst is proline and quinine shown in the following formula, and the silylating agent is supported on the surface of the sponge by reacting with the modified surface hydroxyl of the sponge, and the chiral organic catalyst is covalently bonded The amino group and carboxyl group of the modified silylating agent are sequentially bonded and connected to the surface of the sponge. Wherein, the structure of the chiral organic catalyst is as follows, and the effect diagram of the chiral organic catalyst supported by the sponge is as follows...

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PUM

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Abstract

The invention provides a sponge loaded chiral organic catalyst. The sponge loaded chiral organic catalyst is prepared from sponge, a Linker reagent, and a catalyst. The sponge has a polymer skeleton with a 3D porous structure. The sponge contains surface groups. The Linker reagent comprises at least two active functional groups. The catalyst is a nonmetal, chiral, and organic catalyst. The Linker reagent is bonded with the surface groups of the sponge and loaded on the sponge surface through the active functional groups. The catalyst is bonded with the active functional groups of the Linker reagent and is connected to the sponge surface therefore. The chiral organic catalyst can be a proline catalyst, an alpha-amino acid catalyst, an imidazolone catalyst, an oligopeptide catalyst, a quinine catalyst, a planar chiral catalyst, a diaryl catalyst, a diamine catalyst, and other catalysts containing heterocyclic rings.

Description

technical field [0001] The invention belongs to the field of catalysts, in particular to a sponge-loaded chiral organic catalyst. Background technique [0002] Asymmetric catalysis is a difficult point in organic synthesis. Asymmetric reactions can be realized through chiral organic catalysts. Usually, the amount of catalyst is small, and the reaction can be completed with high stereoselectivity in a relatively short period of time. By loading the catalyst, the recovery of valuable or polluted catalysts can be achieved, reducing pollution and waste. However, with the continuous development of organic synthesis technology, the types of organic catalysts are constantly enriched, and there are higher requirements for the application of catalysts. Sometimes, in order to achieve asymmetric catalysis, greener reaction systems, and atomic economics, multiple organic catalysts are used in combination to perform synergistic catalysis in a single reaction system. Although these cata...

Claims

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Application Information

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IPC IPC(8): B01J31/06B01J31/40
CPCB01J31/06B01J31/4007B01J37/0219B01J2531/008
Inventor 张俊民张腾罗宇梁未未黄宇星肖柳青彭其韬李墁周学昌刘翼振
Owner SHENZHEN UNIV
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