Preparation method and application of cobalt organic macro-cyclic compound

A cyclic compound, metal-organic technology, applied in the field of supramolecular chemistry, can solve the problem of high reaction temperature, and achieve the effects of stable chemical properties, high yield and green dehydrogenation process

Inactive Publication Date: 2020-05-15
DALIAN UNIV OF TECH
View PDF3 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Despite these advances, current indole synthesis methods still face the following problems: (1) the need for stoichiometric oxidants or metal salts, accompanied by the formation of by-products; (2) the use of stoichiometric bases; (3) high reaction temperature

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
  • Preparation method and application of cobalt organic macro-cyclic compound
  • Preparation method and application of cobalt organic macro-cyclic compound
  • Preparation method and application of cobalt organic macro-cyclic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Methyl isophthalate (1.94g, 0.01mol) and hydrazine hydrate (2g, 0.04mol) were added to 35mL of methanol solution, and reacted at 75°C for 25h. After the reaction was completed, the precipitate was collected by filtration while hot and dried. Obtain isophthalic acid dicarboxyl hydrazide compound; Will isophthalic acid dicarboxyl hydrazide compound (0.388g, 2mmol) and 2-diphenylphosphine benzaldehyde (1.16g, 4mmol) join the methanol solution that is added to 35mL 12 drops of glacial acetic acid were added dropwise and reacted at 75°C for 25h. After the reaction was completed, the precipitate was collected by filtration while hot and dried to obtain the ligand DTP (1.1g, yield 74%); the ligand DTP (73.8mg, 0.1mmol) and cobalt chloride hexahydrate (35.7mg, 0.15mmol) were added to 35mL methanol solution, reacted at 70°C for 25h, after the reaction was completed, 25mg ammonium hexafluorophosphate was added and stirred for 1.5h, then 70mL diethyl ether was added, After stirrin...

Embodiment 2

[0030] The ligand DTP (73.8mg, 0.1mmol) prepared in Example 1 and cobalt nitrate hexahydrate (29.1mg, 0.1mmol) were added to 30mL methanol solution, reacted at 70°C for 24h, after the reaction was completed, 20mg Ammonium hexafluorophosphate was stirred for 1 h, then 65 mL of ether was added, and after stirring and filtering, the target compound Co-DTP (26.4 mg, yield 30%) was obtained.

Embodiment 3

[0032] The ligand DTP (73.8mg, 0.1mmol) prepared in Example 1 and cobalt sulfate heptahydrate (70.3mg, 0.25mmol) were added to 40mL methanol solution and reacted at 65°C for 25h. After the reaction, 25mg heptahydrate was added Ammonium fluorophosphate was stirred for 1.5 h, then 70 mL of ether was added, and after stirring and filtering, the target compound Co-DTP (32.6 mg, yield 37%) was obtained.

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 belongs to the technical field of supramolecular chemistry, and relates to a preparation method and application of a cobalt organic macro-cyclic compound. The preparation method is characterized in that Co<2+> in a transition metal cobalt salt is used as a node, L is used as a ligand for reaction to prepare the metal organic macro-cyclic compound, and the synthetic route is as follows: Co<2+>+L-> Co-L; wherein the ligand L is selected from DTP; the transition metal cobalt salt is selected from one of cobalt chloride hexahydrate, cobalt nitrate hexahydrate, cobalt sulfate heptahydrate, cobalt tetrafluoroborate hexahydrate or cobalt perchlorate hexahydrate. The prepared cobalt organic macro-cyclic compound is low in raw material price and high in yield. The obtained compound isstable in chemical property, can catalyze an intra-molecular dehydrogenation coupling reaction of N-phenyl enamine, realizes efficient and green dehydrogenation, and has an important realistic meaning.

Description

technical field [0001] The invention relates to a preparation method and application of a cobalt metal organic macrocyclic compound, belonging to the technical field of supramolecular chemistry. Background technique [0002] Indole is an important heterocyclic compound widely found in natural products, pharmaceuticals, agrochemicals and materials science. Researchers have established a variety of classic indole synthesis methods, but the raw materials of many methods are difficult to obtain and the reaction conditions are harsh. In the past decades, methods for the synthesis of indoles via transition metal-catalyzed C–H activation have attracted great interest. The intramolecular oxidative cyclization of N-arylenamines to indoles is a particularly active area of ​​research due to their facile synthesis. [0003] In 2008, it was disclosed that N-aryl enamines were used as raw materials to pass Pd(OAc) 2 and Cu(OAc) 2 The method of directly oxidatively synthesizing indole ...

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): C07F9/50B01J31/24C07D209/08
CPCB01J31/2409B01J2231/4283B01J2531/845C07D209/08C07F9/5045
Inventor 刘佳宝段春迎景旭杨阳
Owner DALIAN UNIV OF TECH
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

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap