Salicylaldoxime-functionalized poly(ethylene glycol)-bridged dicationic ionic liquid ([salox-PEG1000-DIL][BF4]) as a novel ligand for palladium-catalyzed Suzuki-Miyaura reaction in water

2013 ◽  
pp. n/a-n/a ◽  
Author(s):  
Yinglei Wang ◽  
Jun Luo ◽  
Zuliang Liu
Keyword(s):  
Ionic Liquid ◽  
Ethylene Glycol ◽  
Poly Ethylene Glycol ◽  
Palladium Catalyzed ◽  
Dicationic Ionic Liquid ◽  
Poly Ethylene ◽  
Reaction In Water

Synthesis of a Novel Diol-Functionalized Poly(ethylene glycol)-Bridged Dicationic Ionic Liquid and its Application in Copper-Catalyzed Amination of Aryl Halides

2013 ◽  
Vol 66 (5) ◽  
pp. 586 ◽  
Author(s):  
Yinglei Wang ◽  
Jun Luo ◽  
Tianjiao Hou ◽  
Zuliang Liu
Keyword(s):  
Ionic Liquid ◽  
Ethylene Glycol ◽  
Tetrabutylammonium Bromide ◽  
Primary Amines ◽  
Poly Ethylene Glycol ◽  
Strong Electron ◽  
Aryl Bromides ◽  
Dicationic Ionic Liquid ◽  
Electron Withdrawing Group ◽  
Poly Ethylene

A novel diol-functionalized poly(ethylene glycol)-bridged dicationic ionic liquid ([diol-PEG1000-DIL][PF6]) is prepared and used as an efficient and reusable ligand for copper-catalyzed amination. A variety of aryl iodides and aryl bromides reacted smoothly with aqueous ammonia to afford the corresponding aromatic primary amines in good to excellent yields. It is remarkable that aryl chlorides with a strong electron-withdrawing group exhibited a dramatically elevated activity in the presence of tetrabutylammonium bromide. Furthermore, the catalyst could be easily recovered and reused without obvious loss of catalytic activity after five recycling runs.

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