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Composite ruthenium catalyst and its preparation method and application

The technology of a ruthenium catalyst and a ruthenium-carbon catalyst is applied in the field of composite ruthenium catalyst and its preparation, and can solve the problems of heavy metal ruthenium residue, difficulty in product separation and the like

Active Publication Date: 2021-03-26
JIANGSU SINOCOMPOUND CATALYST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Catalysts are often used in the synthesis of chiral diols, such as ruthenium salt catalysts, but there is a problem that the ruthenium salt catalysts are difficult to separate from the product during use, resulting in a large amount of heavy metal ruthenium residues in the final product

Method used

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  • Composite ruthenium catalyst and its preparation method and application
  • Composite ruthenium catalyst and its preparation method and application
  • Composite ruthenium catalyst and its preparation method and application

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preparation example Construction

[0029] One embodiment of the present invention provides a method for preparing a composite ruthenium catalyst, comprising the steps of:

[0030] Dissolving chiral (TS-DPEN) (p-cymene) ruthenium (II) chloride in a solvent, then adding ruthenium carbon catalyst for impregnation, and evaporating to remove the solvent to obtain a composite ruthenium catalyst.

[0031] Among them, chiral (TS-DPEN) (p-cymene) ruthenium (II) chloride includes but not limited to (p-cymene) [(S,S)-TS-DPEN] ruthenium (II) chloride , whose structure is shown in formula (1), and (p-cymene)[(R,R)-TS-DPEN] ruthenium(II) chloride, whose structure is shown in formula (2).

[0032]

[0033] Studies have found that using chiral (TS-DPEN) (p-cymene) ruthenium (II) chloride directly as a catalyst for chiral synthesis has the problem of separation from chiral synthesis products, resulting in the existence of Larger content of heavy metal ruthenium remains.

[0034] Based on this, the present invention adopts ...

Embodiment 1

[0070] Under argon protection, 1 g of (p-cymene)[(S,S)-TS-DPEN]ruthenium(II) chloride was dissolved in 50 mL of dichloromethane. Then add 20 grams of 5wt% ruthenium carbon catalyst, after stirring overnight, evaporate methylene chloride at 40 degrees Celsius to prepare: 21 grams of composite ruthenium catalyst, marked as composite ruthenium catalyst A.

[0071] Wherein, in the composite ruthenium catalyst A, the mass content of (p-cymene)[(S,S)-TS-DPEN]ruthenium(II) chloride is 4.8%.

[0072] In this embodiment, the reaction time of stirring overnight is 12 hours to 14 hours, the same below.

Embodiment 2

[0074] Under argon protection, 1 g of (p-cymene)[(S,S)-TS-DPEN]ruthenium(II) chloride was dissolved in 100 mL of dichloromethane. Then add 40 grams of 3 wt % ruthenium carbon catalyst, stir overnight, and evaporate dichloromethane at 40 degrees Celsius to prepare: 41 grams of composite ruthenium catalyst, marked as composite ruthenium catalyst B.

[0075] Wherein, in the composite ruthenium catalyst B, the mass content of (p-cymene)[(S,S)-TS-DPEN]ruthenium(II) chloride is 2.4%.

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Abstract

The invention relates to a composite ruthenium catalyst and its preparation method and application. The preparation method of this composite ruthenium catalyst comprises the steps of: dissolving chiral (TS-DPEN) (p-cymene) ruthenium (II) chloride in a solvent, then adding ruthenium carbon catalyst for impregnation, evaporating and removing the solvent, A composite ruthenium catalyst is obtained. The above preparation method pre-prepared composite ruthenium catalyst, compared with the use of equal mass combination of homogeneous catalyst and ruthenium carbon catalyst for chiral synthesis catalysis, thereby speeding up the reaction speed and improving the chiral value of the chiral synthesis product, At the same time, it has low metal ruthenium residue. The use of the pre-prepared composite ruthenium catalyst can greatly reduce the residue of heavy metal ruthenium on the basis of ensuring the conversion rate and chiral value compared with the use of a simple homogeneous catalyst of equal mass for chiral synthesis.

Description

technical field [0001] The invention relates to the technical field of chemical catalysis, in particular to a composite ruthenium catalyst and its preparation method and application. Background technique [0002] Asymmetric synthesis, also known as chiral synthesis, stereoselective synthesis, or enantioselective synthesis, is a branch of organic synthesis that studies chemical reactions in which one or more chiral elements are introduced into reactants. According to Morrison and Mosher's definition, asymmetric synthesis is "an organic reaction in which achiral units in the ensemble of substrate molecules are converted to chiral units by reactants in a way that produces stereoisomeric products in unequal amounts". Here, the reactants can be chemical reagents, catalysts, solvents or physical factors. [0003] Chiral diols are a class of chiral ligands that are widely used, and they are also raw materials for the preparation of chiral diamines, diphosphines and other compounds...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22B01J31/18C07C29/145C07C31/20
CPCB01J31/1805B01J31/2295B01J2231/643B01J2531/0238B01J2531/0241B01J2531/0261B01J2531/821C07B2200/07C07C29/145C07C31/20
Inventor 孙明明倪自林王正
Owner JIANGSU SINOCOMPOUND CATALYST
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