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

Cellulose-loaded heterojunction catalytic material and method for preparing chiral boride from cellulose-loaded heterojunction catalytic material

A catalytic material and cellulose technology, applied in the direction of catalyst activation/preparation, organic chemical methods, chemical instruments and methods, etc., can solve the problems of unrecyclable catalysts, high cost, and impossibility of industrialization, etc., and achieve high conversion rate and antipodal Selectivity, short reaction time, pollution reduction effect

Active Publication Date: 2022-06-03
HUBEI ENG UNIV
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to solve the deficiencies of the above-mentioned background technology, provide a cellulose-loaded heterojunction catalytic material and its preparation method, and a method for preparing chiral borides, and overcome the following deficiencies in the prior art: the reaction requires Anhydrous and oxygen-free operation and a large number of chiral ligands are costly and cannot be industrialized; alkali needs to be added during the reaction, and the catalyst cannot be recycled

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
  • Cellulose-loaded heterojunction catalytic material and method for preparing chiral boride from cellulose-loaded heterojunction catalytic material
  • Cellulose-loaded heterojunction catalytic material and method for preparing chiral boride from cellulose-loaded heterojunction catalytic material
  • Cellulose-loaded heterojunction catalytic material and method for preparing chiral boride from cellulose-loaded heterojunction catalytic material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] The present embodiment provides a preparation method of a cellulose-supported metal oxide catalytic material, comprising the following steps:

[0045] a.TiO 2 Preparation of:

[0046] Configuration solution 1: Add 20ml of tetrabutyl titanate and 70ml of absolute ethanol into the beaker, stir for 20min, and form a yellow clear solution;

[0047] Configure solution 2: add 4 mL of glacial acetic acid, 20 mL of distilled water and 70 mL of absolute ethanol into a beaker, stir for 20 min, and dropwise add 1 mol / L HCl to control the pH between 3 and 4 to obtain solution 2;

[0048] Add solution 1 to solution 2, stir in a water bath at 50 °C for 1 h to obtain a white gel, dry the white gel in an oven at 80 °C for 24 h to obtain yellow crystals, grind to obtain yellow powder, and calcine the yellow powder at 600 °C 2h, get TiO 2 powder;

[0049] b.Cu 2 O / TiO 2 preparation

[0050] Take 0.0802g NaOH and add it to 20mL distilled water, stir and dissolve to obtain NaOH solu...

Embodiment 2

[0056] This embodiment provides the application of the catalytic material Cell@CuTi in the boron addition reaction of α,β-unsaturated ester I and pinacol biboronate reagent, including the following steps:

[0057] 1) Add α,β-unsaturated ester I, pinacol biboronate, catalytic material Cell@CuTi (prepared in Example 1) and ligand (R,S)-josiphos into 0.2 ml of toluene to prepare Dissolve, then add 1.8ml water and stir at room temperature for 3h, the asymmetric boronation reaction of α,β-unsaturated ester occurs, wherein α,β-unsaturated ester I 0.20mmol, biboronic acid pinacol ester 0.24mmol, catalytic The material Cell@CuTi (10.0mg) contains 0.002mmol of copper and 0.002mmol of ligand (R,S)-josiphos. In this example, α,β-unsaturated ester I is 2-ene-3-thiophene propionate ethyl ester, Wherein R is a thienyl group, and the reaction formula is as follows:

[0058]

[0059] 2) After the reaction, the reaction solution was filtered, and the obtained precipitate was repeatedly was...

Embodiment 3

[0081] This embodiment provides the application of the catalytic material Cell@CuTi in the boron addition reaction of α,β-unsaturated ester I and pinacol biboronate reagent, including the following steps:

[0082] 1) Add α,β-unsaturated ester I, pinacol biboronate, catalytic material Cell@CuTi (prepared in Example 1) and ligand (R,S)-josiphos into 0.2 ml of toluene to prepare Dissolve, then add 1.8ml water and stir at room temperature for 3h, the asymmetric boronation reaction of α,β-unsaturated ester occurs, wherein α,β-unsaturated ester I 0.20mmol, biboronic acid pinacol ester 0.24mmol, catalytic The material Cell@CuTi (10.0mg) contains 0.002mmol of copper and 0.002mmol of ligand (R,S)-josiphos. In this example, α,β-unsaturated ester I is 2-ene-3-p-chlorophenylpropionic acid Ethyl ester, wherein R is p-chlorophenyl, the reaction formula is as follows:

[0083]

[0084] 2) After the reaction is completed, the reaction solution is filtered, the obtained precipitate is repe...

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 cellulose supported heterojunction catalytic material and a method for preparing chiral boride, and the method for preparing the chiral boride comprises the following steps: mixing alpha, beta-unsaturated ester I, bis (pinacolato) diboron, a catalytic material Cell (at) CuTi and a ligand, adding toluene and water, and carrying out asymmetric boronation reaction of the alpha, beta-unsaturated ester. The catalytic material Cell (at) CuTi has high catalytic activity and stable properties, can be applied to catalysis of asymmetric boron addition reactions of different types of alpha, beta-unsaturated esters, and has the advantages of small catalyst dosage, mild reaction conditions, no need of using a large amount of organic solvents, high product yield and high enantioselectivity; the reaction is carried out at room temperature in an air environment, anhydrous and anaerobic operation is not needed, and the method is simple, convenient and wide in application and has the advantage of a one-pot method; and the catalytic material can be repeatedly used and has potential industrial application value.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a cellulose-supported metal oxide catalytic material and a method for preparing chiral boride. Background technique [0002] Chiral boranes are intermediates for many organic molecules. Transition metal-catalyzed asymmetric conjugated addition of α,β-unsaturated compounds is a key method for efficient construction of new carbon stereocenters, however existing methods for constructing stereocarbon-boron bonds are harsh, such as requiring a large number of ligands and no Water operates without oxygen. Therefore, how to efficiently construct chiral borides has become the focus of research. Products after boron addition of α,β-unsaturated esters are versatile building blocks for drug development. Compared with multi-electron alkenes or alkynes, α,β-unsaturated esters are less studied, and the resulting carbon-boron bonds can be easily converted to carbon- Oxygen, carbon-nitrogen,...

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
Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06B01J31/38B01J35/10B01J21/06B01J37/03C07B53/00C07C67/31C07C69/732C07D333/24C07F5/02
CPCB01J31/069B01J37/036B01J31/38B01J21/063C07F5/025C07B53/00C07C67/31C07D333/24C07B2200/07B01J2231/323B01J35/394B01J35/61C07C69/732Y02E60/36Y02P20/584
Inventor 朱磊陈舒晗张瑶瑶何边阳李博解李伟汪连生
Owner HUBEI ENG 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