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

Bifunctional pillararene derivative ligand, metal organic cage and preparation method

A dual-functional group, metal-organic technology, applied in the field of supramolecular compound preparation, can solve the problems of MOC with large steric hindrance and difficult to modify functional groups, and achieve the effects of reducing steric hindrance, convenient preparation, and solving technical difficulties

Active Publication Date: 2020-07-17
EAST CHINA NORMAL UNIV
View PDF8 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Usually, these MOCs only have a single function, because MOCs have a large steric hindrance, and it is difficult to simultaneously modify different functional groups on both sides of the ligand.

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
  • Bifunctional pillararene derivative ligand, metal organic cage and preparation method
  • Bifunctional pillararene derivative ligand, metal organic cage and preparation method
  • Bifunctional pillararene derivative ligand, metal organic cage and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The synthesis of embodiment 1 compound A-G

[0039](1) In a 500ml Schlenk bottle equipped with a magnetic stirrer, add 2-bromo-1,1,2-triphenylethylene (15g, 44.71mmol), 4-hydroxyphenylboronic acid (10g, 72.46mmol) and tetrabutyl ammonium bromide (44mg, 0.136mmol), slowly add 2mol / L of K 2 CO 3 Aqueous solution (36ml, 72mmol), repeated nitrogen replacement three times to fully remove oxygen, added tetrakis(triphenylphosphine) palladium (258mg, 2.23mmol) under nitrogen protection, introduced 80ml tetrahydrofuran with a needle, reacted at 80°C for 24h, and reduced to Distilled under high pressure, the crude product was extracted with ethyl acetate, using petroleum ether: ethyl acetate = 5:1 as eluent, and column chromatography gave 14.6 g of light yellow solid product with a yield of 94%. use 1 H NMR characterizes its structure, confirming that the light yellow solid is compound A, and its structural formula is 1 H NMR (500MHz, CDCl 3 )δ (ppm): 7.18–7.00 (m, 15H), 6...

Embodiment 2

[0046] Example 2 Preparation of bifunctional pillar arene derivative metal organic cage (PA-MOC)

[0047] A method for preparing a metal-organic cage of bifunctional pillar arene derivatives driven by a coordination bond, comprising the following steps:

[0048] The synthesized ligand, compound G (7.4 mg, 4.87 μmol) was dissolved in 100 μl chloroform solvent, and Pd(CH 3 EN) 4 (BF 4 ) 2 Acetonitrile solution (15.8mg / ml, 68μl), mixed thoroughly, heated at 80°C for 24h, after the reaction, a dark green homogeneous mother liquor was formed, precipitated in anhydrous ether, and dried in vacuum to obtain a light green solid product, which was again dissolved in CDCl 3 in, through 1 The chemical shift changes of the protons were observed by H NMR, thus confirming the formation of metal-organic cages.

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 bifunctional pillararene derivative ligand, a metal organic cage and a preparation method. The pillararene derivative ligand has a structure shown as a formula (I); a pillararene and tetraphenyl ethylene with large steric hindrance are modified onto a ligand simultaneously, and coordinating with Pd (CH3CN) 4 (BF4) is carried out 2 to obtain the bifunctional pillararenederivative metal organic cage. Tetraphenyl ethylene on the inner side of the derivative ligand has an aggregation-induced emission effect, and the pillararene on the outer side of the derivative ligand has host-guest recognition capacity, can recognize guest molecules and is further coordinated with heavy metal salt, so that the multi-functional metal organic cage is obtained and used for buildinga supramolecular platform based on The pillararene compound. The preparation method provided by the invention overcomes the difficulty that the inner side and the outer side of the ligand are difficult to be modified with different functional groups at the same time, can prepare the bifunctional group modified metal organic cage, and expand the application field of the metal organic cage.

Description

technical field [0001] The invention belongs to the technical field of supramolecular compound preparation, and relates to a bifunctional columnarene derivative ligand and a bifunctional columnarene derivative metal organic cage prepared under the drive of a coordination bond. Background technique [0002] Supramolecular chemistry is an effective method to create new substances and realize new functions. In many supramolecular interactions such as hydrogen bonding, hydrophobic interaction, coordination interaction, electrostatic interaction, host-guest interaction, etc., coordination bonds have advantages in both strength and directionality, so isolated supramolecular structures with specific geometric configurations are usually Assembled with coordination bonds between metal and ligand. with M 12 L 24 The characteristic metal-organic-cage (MOC) was first reported by the Fujita research group. It self-assembles a ligand compound containing a specific angle and a heavy met...

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): C07D213/55C08G83/00
CPCC07D213/55C08G83/008
Inventor 廖小娟侯诚昊赵萌秦宏宇何品刚
Owner EAST CHINA NORMAL UNIV
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