Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

V-shaped chiral carboxylic acid ligand, preparation method and application thereof

A chiral carboxylic acid and ligand technology, applied in organic chemistry methods, organic chemistry, etc., can solve the problem of variable coordination modes, difficulty in obtaining asymmetric catalytic and separation functional chiral complex materials, and synthesis of chiral ligands high cost issues

Pending Publication Date: 2021-07-30
HEFEI UNIV OF TECH
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the most effective and direct way to prepare chiral complexes is to use optically pure chiral ligands and metal ions to obtain them through solvothermal reaction. Difficulty and other factors seriously restrict the synthesis and function development of chiral complexes
For this reason, researchers have spent a lot of energy in the past ten years to design and synthesize a variety of chiral ligands with specific connection modes and rigid conjugated systems in order to achieve the regulation of the structure and properties of chiral complexes. still faces enormous challenges
In view of the fact that optically pure natural amino acids widely exist in nature, they are various and cheap, and have become the first choice for the preparation of chiral ligands. However, their highly flexible skeletons and relatively changeable coordination modes make the control of chiral complexes Assembly is difficult, and it is difficult to obtain chiral complex materials with potential asymmetric catalytic and separation functions

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • V-shaped chiral carboxylic acid ligand, preparation method and application thereof
  • V-shaped chiral carboxylic acid ligand, preparation method and application thereof
  • V-shaped chiral carboxylic acid ligand, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] V-case-chiral carboxylic acid ligand L-H 2 Preparation method, synthetic route schematic figure 1 As shown, specifically includes the following steps:

[0043]1) The V-shaped precursor 5-amino benzene terephthalic acid (5.0 g, 27.6 mmol) was dissolved in 150 ml of methanol, slowly dropped concentrated sulfuric acid (3.0 ml, 17.0 mmol), and the reaction mixture was refluxed for 12 hours, then stopped the reaction. It was cooled to room temperature; then a small amount of water was added to dilute the concentrated sulfuric acid, evaporated, then the pH to 7 of the reaction mixture was adjusted, and the precipitated white solid was filtered, washed, dried to give an intermediate product 5- Aminomethylene terephthalate 5.37 g, yield 93%.

[0044] 2) L-BOC-proline (3.55 g, 16.5 mmol) as a chiral source is dissolved in 100 mL of dichloromethane, and isochloromethoate (2.85 mL, 20.0 mmol), three, respectively, and three, respectively. Ethylamine (2.8 mL, 20.0 mmol) and 5-aminoethy...

Embodiment 2

[0047] Preparation method of cadmium-based chiral complex, synthetic route schematic image 3 As shown, specifically includes the following steps:

[0048] CD (OAC) weighing 2 · 2h 2 O (5.33mg, 0.02mmol), L-H 2 (8.3 mg, 0.02 mmol), 4,4'-bond pyridine (BPY) (1.56 mg, 0.01 mmol) is dissolved in DMF (0.5 mL) and H 2 O (0.5 mL) mixed solvent, and sealed in explosion-proof glass, 60 ° C heating for 48 hours, cooled to obtain a colorless transparent block crystal, then filtered, ethanol, natural air dry, resulting 6.4 mg cadmium base hand Sexual complex, repeatedly re-responded, and the resulting large number of chiral complexs were measured by powder X-ray diffraction (PXRD), and the results showed the PXRD spectrum of the experiment and the PXRD spectra of single crystal structure simulated, proved. Pure phase purity is better ( Figure 4 ).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a V-shaped chiral carboxylic acid ligand L-H2, relates to the technical field of synthetic chemistry and coordination chemistry, and also provides a preparation method of the ligand and an application of the ligand in assembling chiral complexes. The preparation method has the beneficial effects that the prepared V-shaped chiral carboxylic acid ligand is cheap in synthesis raw materials, simple in preparation method and suitable for large-scale preparation, has proper ligand rigidity and special coordination guidance and is beneficial to overcoming the flexibility of a framework of amino acid and the flexibility of a coordination mode. Therefore, a complex material with a chiral structure is easy to assemble.

Description

Technical field [0001] The present invention relates to the field of synthetic chemistry and coordination chemical techniques, and more particularly to a V-formal carboxylic acid ligand, a preparation method, and its application thereof. Background technique [0002] The complex is a class of crystalline compounds having specific structures and functions using an organic functional ligand containing oxygen, nitrogen or the like and metal ions. The structure of such compounds can be characterized by X-ray single crystal diffraction techniques, and thus they have a clear structure and topology; and the complex can be structural and functional by regulating the organic ligand structure, metal ion type, and crystallization conditions. Fine design and regulation, thereby become chemical, materials, information, and research hotspots in the pharmaceutical field. The chiral complex is given a unique chiral environment, thereby having a function of asymmetric catalytic and chiral separat...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D207/16C08G83/00
CPCC07D207/16C08G83/008C07B2200/07
Inventor 邓宁石祥赵亚玲朱成峰吴祥付延明李有桂
Owner HEFEI UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com