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

Achiral SCS type pincer-like compound and palladium complex thereof

A palladium complex, achiral technology, applied in the field of compound synthesis, can solve problems such as hindering the development of ligands, and achieve the effects of high selectivity, good application prospects, high catalytic activity and stereoselectivity

Inactive Publication Date: 2020-04-21
JIAXING UNIV
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, there are relatively few studies on the application of SCS-like Pincer-metal complexes, and the types of ligands and the scope of applications need to be further expanded, and their applications are mainly limited to Heck reactions and allylation reactions. Earth hinders the further development of this class of ligands

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
  • Achiral SCS type pincer-like compound and palladium complex thereof
  • Achiral SCS type pincer-like compound and palladium complex thereof
  • Achiral SCS type pincer-like compound and palladium complex thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060]

[0061] Compound (Ⅲ) (203.2mg, 1mmol, 1.0eq.), (Ⅳ) (207.5mg 2.3mmol, 1.15eq.), potassium hydroxide (123.4mg, 2.2mmol, 1.1eq.), 15ml anhydrous Ethanol was added into a 100 mL three-neck round bottom flask, and then heated to reflux. TLC detected that the raw material disappeared, and concentrated to dryness to obtain a light yellow crude product. The crude product was dissolved in ethyl acetate and filtered, and the mother liquor was spin-dried to obtain 254.1 mg of white solid product (II), with a yield of 81.8%.

Embodiment 2

[0063]

[0064] Add compound (II) (310.6mg, 1mmol, 1.0eq.), bisacetonitrile palladium chloride (272.4mg, 1.05mmol, 1.05eq.) into a 25mL two-necked round-bottomed flask, vacuumize and change nitrogen, and add 10mL of refined Toluene, stirred under reflux for 24 hours, cooled to room temperature, spin-dried the solvent, and purified the product with a 200-300 mesh silica gel column (ethyl acetate / petroleum ether=1 / 20-1 / 3) to obtain 313 mg of a yellow solid (I-A) , yield 69%.

Embodiment 3

[0066]

[0067] A mixture of (I-A) (180.6 mg, 0.4 mmol), KI (1327 mg, 4.0 mmol, 20 equiv.), dichloromethane (9 mL), methanol (6 mL) was stirred in the dark at room temperature. TLC detection until (I-A) disappears. The solvent was spin-dried under reduced pressure, and purified with a 200-300 mesh silica gel column (petroleum ether / ethyl acetate=10 / 1-3 / 1) to obtain 191.1 mg of a yellow solid (I-B), with a yield of 88%.

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 an achiral SCS type pincer-like compound and a palladium complex thereof. Chemical formulas of the achiral SCS type pincer-like compound (II) and the palladium complex (I) of the achiral SCS type pincer-like compound (II) are respectively shown in the following general formulas (II) and (I). The palladium complex (I) (wherein X represents -Cl, and R and R1 represent a hydrogen atom or an alkyl group having 1-4 carbon atoms) is synthesized by a coordination reaction between the compound (II) and a divalent palladium salt. The palladium complex (I) (wherein X is a group selected from -Br, -I,- OAc, -OTf, -BF4 and -SbF6) is synthesized by an anion exchange reaction of the palladium complex (I) in which X represents -Cl. The palladium complex (I) can be used as a catalyst to be applied to a transfer hydrogenation reaction, a used solvent does not need to be treated, the reaction undergoes in air, and the catalytic effect is good.

Description

technical field [0001] The invention belongs to the technical field of compound synthesis, and relates to an achiral SCS pincer compound and a palladium complex thereof. Background technique [0002] Since the Pincer-metal complex was first synthesized in the 1970s, this metal complex has attracted widespread attention from chemists due to its excellent stability, easy adjustment of stereo and electrical properties, and high catalytic activity. . A large number of literature reviews have reported the research results in this area (Reference 1). The types of Pincer ligands include symmetric NCN, PNP, and PCP, and asymmetric PCN, CNN, NCO, etc., and the central metals used include Rh, Ru, Ir, and Pd. However, so far, there are relatively few studies on the application of SCS-like Pincer-metal complexes, and the types of ligands and the scope of applications need to be further expanded, and their applications are mainly limited to Heck reactions and allylation reactions. Ear...

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): C07C319/14C07C321/20C07F15/00B01J31/22
CPCB01J31/226B01J2231/643B01J2531/0244B01J2531/824C07C319/14C07C321/20C07F15/006
Inventor 丁伯强
Owner JIAXING 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