scholarly journals Ionic Liquids Made with Dimethyl Carbonate: Solvents as well as Boosted Basic Catalysts for the Michael Reaction

2009 ◽  
Vol 15 (45) ◽  
pp. 12273-12282 ◽  
Author(s):  
Massimo Fabris ◽  
Vittorio Lucchini ◽  
Marco Noè ◽  
Alvise Perosa ◽  
Maurizio Selva
Catalysts ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 814
Author(s):  
Katia Bacha ◽  
Kawther Aguibi ◽  
Jean-Pierre Mbakidi ◽  
Sandrine Bouquillon

We developed a synthesis of chiral ionic liquids from proline and one of its derivatives. Nine chiral ionic liquids were synthesized with yields from 78% to 95%. These synthesized ionic liquids played two roles in Michael reactions, as solvents, and as basic catalysts, where the ionic phase could also be reused at least five times without loss of activity. The yields up to 99% were improved by increasing the amount of dimethylmalonate from 1.2 equivalents to 3 or 4 equivalents. Furthermore, the reaction time could be reduced from 24 h to 45 min through microwaves activation.


1996 ◽  
Vol 45 (1) ◽  
pp. 137-139
Author(s):  
I. E. Sokolov ◽  
A. S. Zanina ◽  
S. I. Shergina ◽  
M. S. Shvartsberg

2002 ◽  
Vol 79 (2) ◽  
pp. 264 ◽  
Author(s):  
Thomas Poon ◽  
Bradford P. Mundy ◽  
Thomas W. Shattuck

1968 ◽  
Vol 41 (10) ◽  
pp. 2519-2521 ◽  
Author(s):  
Kentaro Yoda ◽  
Takao Toda

2018 ◽  
Vol 74 (9) ◽  
pp. 1281-1284
Author(s):  
Thi Thanh Van Tran ◽  
Tuan Anh Le ◽  
Hong Hieu Truong ◽  
Thi Nhung Dao ◽  
Anatoly T. Soldatenkov ◽  
...  

The title compound, C30H34N2O9 (4), is a product of the Michael reaction of azacrown ether with dimethyl acetylenedicarboxylate modified by an addition of NH3 (aq.) at 298 K. The aza-14-crown-4-ether ring adopts a bowl conformation. The dihedral angle between the planes of the benzene rings fused to the aza-14-crown-4-ether moiety is 8.65 (5)°. The tetrahydropyridine ring has a boat conformation. The molecular conformation is supported by one N—H...O and two C—H...O intramolecular hydrogen bonds. Both heterocyclic and amino N atoms have essentially planar configurations (sums of the bond angles are 359.35 and 358.00°). Compound 4 crystallizes as a racemate consisting of enantiomeric pairs of the 1R,21S diastereomer. In the crystal, molecules of 4 are connected by N—H...O hydrogen bonds, forming chains along [100]. According to the PASS program (computer prediction of biological activities), compound 4 may exhibit antiallergic (72% probability) and antiasthmatic (67%) activity, as well as be a membrane permeability inhibitor (65%).


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