Amino acid chiral ligand containing bidentate coordination group, chiral catalyst, and corresponding preparation methods and applications thereof

A technology of chiral catalysts and coordination groups, applied in the field of asymmetric catalytic synthesis, can solve the problems of inability to effectively control central chirality and cannot be applied, and achieve enhanced chiral control capabilities, expanded diversity, and wide sources Effect

Active Publication Date: 2019-07-05
NANKAI UNIV
View PDF0 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there are very few cases where amino acids are used in the synthesis of Ir(Ⅲ) catalysts, and most amino acid ligands cannot effectively control the central

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
  • Amino acid chiral ligand containing bidentate coordination group, chiral catalyst, and corresponding preparation methods and applications thereof
  • Amino acid chiral ligand containing bidentate coordination group, chiral catalyst, and corresponding preparation methods and applications thereof
  • Amino acid chiral ligand containing bidentate coordination group, chiral catalyst, and corresponding preparation methods and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0053] The present invention will be further described below in combination with specific embodiments.

[0054] A chiral amino acid ligand containing a bidentate coordination group of the present invention has the following general structural formula:

[0055]

[0056] Wherein, R is selected from any one of methyl, ethyl, benzyl, phenyl, isopropyl or tert-butyl or tert-butyl derivative groups;

[0057] NR 1 R 2 Any one selected from the following groups;

[0058]

[0059] R 3 Any one selected from the following groups;

[0060]

[0061] Wherein, when R is selected from methyl, ethyl, benzyl, phenyl, isopropyl or tert-butyl, the corresponding amino acid chiral ligands containing bidentate coordination groups are uniformly prepared by the following steps:

[0062]

[0063] The first step: react the compound of formula I with acid anhydride under the reaction condition of a or the compound of formula I and acid chloride under the reaction condition of b to prepar...

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 present invention relates to an amino acid chiral ligand containing a bidentate coordination group, a chiral catalyst, and corresponding preparation methods and applications thereof. The chiral ligand is prepared from a cheap and easily available amino acid, and the development of the chiral ligand can improve the diversity of the chiral ligand. The chiral Ir (III) catalyst is simply and efficiently prepared from the chiral ligand only through a one-step reaction. The chiral Ir (III) catalyst is characterized in that a bidentate guiding group is introduced to an amino acid framework to change the original coordination mode of the amino acid and Ir in order to enhance the chiral control ability of the amino acid to the Ir(III) catalyst. The chiral Ir(III) catalyst is designed and synthesized for the first time, and the selectivity reaches up to 99% ee when the catalyst is successfully applied to the high-efficiency asymmetric synthesis of chiral gamma-cyclolactam, so the catalyst has superior stereo control ability.

Description

technical field [0001] The invention belongs to the field of asymmetric catalytic synthesis, and specifically relates to an amino acid chiral ligand containing a bidentate coordination group, a chiral catalyst, and a corresponding preparation method and application thereof. Background technique [0002] The functionalization of inert C-H bonds has been a long-term research field for chemists. C-H bond functionalization is to directly convert the C-H bond in the molecule into various functional groups. Compared with traditional synthetic chemistry, C-H bond functionalization has the advantages of easy availability of raw materials, high atom economy, and less pollution. In recent years, transition metal-catalyzed C-H bond functionalization reactions have achieved rapid development, and efficient construction of various chemical bonds has been realized. The key problem of the C-H bond functionalization reaction is to solve the regioselectivity and stereoselectivity of the C-H...

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): C07D401/12C07D215/40C07F15/00B01J31/22C07D207/267
CPCB01J31/2295B01J2531/0261B01J2531/0275B01J2531/827C07B2200/07C07D207/267C07D215/40C07D401/12C07F15/0033
Inventor 陈弓王浩白子谦何刚
Owner NANKAI UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products