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Dual functions of N,N-dimethylethanolamnium-based ionic liquids for the Knoevenagel reactions at room temperature

Paper ID Volume ID Publish Year Pages File Format Full-Text
55251 47045 2013 7 PDF Available
Title
Dual functions of N,N-dimethylethanolamnium-based ionic liquids for the Knoevenagel reactions at room temperature
Abstract

In this work, the hydrogen bond formation ability of cation and anion of the ILs was determined by using the solvatochromic method and was found to be responsible for their catalytic activity in the Knoevenagel reactions. The enhancement in the hydrogen bond donor ability of the cations and the hydrogen bond acceptor ability of the anions can both lead to the increase in the catalytic activity of the ILs. From the proposed reaction mechanism, it was deduced that the cations of the ILs can form hydrogen bond with aldehyde to activate the CO bond as electrophile, and the anions of the ILs can promote active methylene compound to produce carboanion as nucleophile, showing dual function activation effect in the catalytic processes. In addition, the optimized N,N-dimethylethanolamnium acetate as dual function activator for the Koevenagel reactions benefits from wide substrates tolerance, ambient reaction temperature, easy work-up procedure, and easy reuse of the IL.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (128 K)Download as PowerPoint slideHighlight► The enhancement of the hydrogen bond formation ability of cations and anions of the ILs can both lead to the increase of the catalytic activity of the ILs. ► The cation of the ILs can activate the electrophiles. ► The anion of the ILs can activate the nucleophiles. ► The optimized catalytic system benefits from wide substrates tolerance, ambient reaction temperature, easy work-up procedure, and easy reuse of the IL.

Keywords
Knoevenagel reaction; Ionic liquid; Hydrogen bond donor; Hydrogen bond acceptor; Catalytic activity
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Dual functions of N,N-dimethylethanolamnium-based ionic liquids for the Knoevenagel reactions at room temperature
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Today - Volume 200, 1 February 2013, Pages 17–23
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us