A simple, efficient, and green protocol for Knoevenagel condensation in a cost-effective ionic liquid 2-hydroxyethlammonium formate without a catalyst

Ying, Anguo; Liang, Heng; Zheng, Rikuan; Ge, Chunhua; Jiang, Huajiang; Wu, Chenglin

doi:10.1007/s11164-011-0300-4

Cited by 23 publications

(15 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…458 It worked well as a catalyst and solvent for the Knoevenagel condensation for a range of aromatic aldehydes and methylene active compounds, Figure 22, with yields between 75% and 98%. 458 The EOAF could be reused, with 6.5% loss of activity after five uses. 458 The reaction was faster than in the aprotic ILs BMIm BF 4 or BMIm PF 6 .…”

Section: Asmentioning

confidence: 99%

See 1 more Smart Citation

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

2015

View full text Add to dashboard Cite

show abstract

Section: Asmentioning

confidence: 99%

“…458 The EOAF could be reused, with 6.5% loss of activity after five uses. 458 The reaction was faster than in the aprotic ILs BMIm BF 4 or BMIm PF 6 .…”

Section: Asmentioning

confidence: 99%

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

2015

View full text Add to dashboard Cite

show abstract

“…Yue et al 252 used 2-hydroxyethylammonium acetate as a catalyst for Knoevenagel condensation of aromatic aldehydes with ethyl cyanoacetate or malononitrile, achieving only E -isomers with yields of 83–98%. A similar study by Ying et al 253 employed 2-hydroxyethylammonium formate as the solvent for a series of Knoevenagel condensations of aromatic aldehydes and methylene active compounds ( e.g. , malononitrile, ethylcyanoacetate, cyanoacetamide).…”

Section: Applications Of Ether- and Hydroxyl-functionalized Ilsmentioning

confidence: 99%

Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications

2012

View full text Add to dashboard Cite

In recent years, the designer nature of ionic liquids (ILs) has driven their exploration and exploitation in countless fields among the physical and chemical sciences. A fair measure of the tremendous attention placed on these fluids has been attributed to their inherent designer nature. And yet, there are relatively few examples of reviews which emphasize this vital aspect in an exhaustive or meaningful way. In this critical review, we systematically survey the physicochemical properties of the collective library of ether- and alcohol-functionalized ILs, highlighting the impact of ionic structure on features such as viscosity, phase behavior/transitions, density, thermostability, electrochemical properties, and polarity (e.g., hydrophilicity, hydrogen bonding capability). In the latter portions of this review, we emphasize the attractive applications of these functionalized ILs across a range of disciplines, including their use as electrolytes or functional fluids for electrochemistry, extractions, biphasic systems, gas separations, carbon capture, carbohydrate dissolution (particularly, the (ligno)celluloses), polymer chemistry, antimicrobial and antielectrostatic agents, organic synthesis, biomolecular stabilization and activation, and nanoscience. Finally, this review discusses anion-functionalized ILs, including sulfur- and oxygen-functionalized analogs, as well as choline-based deep eutectic solvents (DESs), an emerging class of fluids which can be sensibly categorized as semi-molecular cousins to the IL. Finally, the toxicity and biodegradability of ether- and alcohol-functionalized ILs are discussed and cautiously evaluated in light of recent reports. By carefully summarizing literature examples on the properties and applications of oxy-functional designer ILs up till now, it is our intent that this review offer a barometer for gauging future advances in the field as well as a trigger to spur further contemplation of these seemingly inexhaustible and—relative to their potential—virtually untouched fluids. It is abundantly clear that these remarkable fluidic materials are here to stay, just as certain design rules are slowly beginning to emerge. However, in fairness, serendipity also still plays an undeniable role, highlighting the need for both expanded in silico studies and a beacon to attract bright, young researchers to the field.

show abstract

“…[22] Conversion of fructose into 5ethoxymethyl furfural with hydrogen sulfate ionic liquids as co-solvent and catalyst is carried out efficiently by Guo et al [23] Knoevenagel condensation reaction between aromatic aldehydes and methylene active compounds were performed successfully using ionic liquid 2-hydroxyethylammonium formate at room temperature. [24] Besides above stated few examples ILs found catalytic applications in reaction such as Friedel-Crafts reaction, region selective alkylation, stereo selective halogenations, Diels-Alder reaction, lignocellulose processing, oxidation of sulfides, oxidation of alcohols, epoxidation of alkenes, Baeyer-Villiger oxidation reaction, oxidation of alkanes, Fischer Indole synthesis. [25,26] Catalytic activities of acidic ionic liquids in esterification, saponification, alkylation, heterocyclic synthesis, carbonium ion generation and rearrangements, dehydration, oxidation and polymerization are of immense research interest (scheme 3).…”

Section: Ionic Liquid Catalystsmentioning

confidence: 99%

A Review of some catalysts and promoters used in organic transformations

Acharjee

Saha

2020

Vietnam Journal of Chemistry

View full text Add to dashboard Cite

Catalytic processes are indeed greener modification as they completes in much shorter time with minimizing the need of external energy source with atom economy and high selectivity. In this article we presented a short review on utlisation of different catalysts such as ionic liquids, transition metal ions, nano particles, surfactants, amino acids etc. for C‐C coupling reactions to oxidation reactions. Stereoselective and regioselective transformations are also carried out using catalyst in organic synthesis. Use of catalyst in rate enhancement of oxidation reaction is of immense interest and a surplus rate increment is obtained by use of promoters.

show abstract

A simple, efficient, and green protocol for Knoevenagel condensation in a cost-effective ionic liquid 2-hydroxyethlammonium formate without a catalyst

Cited by 23 publications

References 25 publications

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications

A Review of some catalysts and promoters used in organic transformations

Contact Info

Product

Resources

About