Special Issue "Organocatalysis in Ionic Liquids"

A special issue of Catalysts (ISSN 2073-4344). This special issue belongs to the section "Catalytic Materials".

Deadline for manuscript submissions: closed (31 January 2018).

Special Issue Editor

Guest Editor
Prof. Sandrine Bouquillon Website E-Mail
Institut de Chimie Moléculaire de Reims, UMR CNRS 7312, Université de Reims Champagne-Ardenne, UFR Sciences, BP 1039 boîte 44, 51687 Reims Cedex 2, France
Interests: Ionic liquids; dendrimers; surfactants; biomass, catalysis

Special Issue Information

Dear Colleagues,

This Special Issue is dedicated to organocatalytic processes, which could be realized in ionic liquids medium. This Special Issue will contribute to the field by showing the role of such solvents (or co-solvents) in organocatalysis, especially concerning the selectivity, the enantioselectivity, and the possibility of recycling catalytic species. Special attention will be given to green processes or processes involving bio-sourced ionic liquids and/or substrates.

Prof. Dr. Sandrine Bouquillon
Guest Editor

Manuscript Submission Information

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Keywords

  • ionic liquids
  • organocatalysis
  • recycling
  • selectivity
  • enantioselectivity
  • green processes
  • green ionic liquids

Published Papers (7 papers)

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Research

Open AccessArticle
Stability, Deactivation, and Regeneration of Chloroaluminate Ionic Liquid as Catalyst for Industrial C4 Alkylation
Catalysts 2018, 8(1), 7; https://doi.org/10.3390/catal8010007 - 29 Dec 2017
Cited by 4
Abstract
Alkylation of isobutane and 2-butene was carried out in a continuous unit using triethylamine hydrochloride (Et3NHCl)-aluminum chloride (AlCl3) ionic liquid (IL) as catalyst. The effects of impurities such as water, methanol, and diethyl ether on the stability of the [...] Read more.
Alkylation of isobutane and 2-butene was carried out in a continuous unit using triethylamine hydrochloride (Et3NHCl)-aluminum chloride (AlCl3) ionic liquid (IL) as catalyst. The effects of impurities such as water, methanol, and diethyl ether on the stability of the catalytic properties and deactivation of the ionic liquid were studied in the continuous alkylation. In the Et3NHCl-2AlCl3 ionic liquid, only one half of the aluminum chloride could act as the active site. With a molar ratio of 1:1, the active aluminum chloride in the ionic liquid was deactivated by water by reaction or by diethyl ether through complexation while the complexation of aluminum chloride with two molecular proportions of methanol inactivated the active aluminum chloride in the ionic liquid. The deactivation of chloroaluminate ionic liquid was observed when the active aluminum chloride, i.e., one half of the total aluminum chloride in the ionic liquid, was consumed completely. The regeneration of the deactivated ionic liquid was also investigated and the catalytic activity could be recovered by means of replenishment with fresh aluminum chloride. Full article
(This article belongs to the Special Issue Organocatalysis in Ionic Liquids)
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Open AccessArticle
Facile One-Pot Synthesis of Amidoalkyl Naphthols and Benzopyrans Using Magnetic Nanoparticle-Supported Acidic Ionic Liquid as a Highly Efficient and Reusable Catalyst
Catalysts 2017, 7(11), 351; https://doi.org/10.3390/catal7110351 - 21 Nov 2017
Cited by 4
Abstract
An efficient and eco-friendly procedure for the synthesis of 1-amidoalkyl-2-naphthol and tetrahydrobenzo[b]pyran derivatives has been developed through a one-pot three-component condensation of aldehydes with 2-naphthol and amides, or with malononitrile and dimedone in the presence of magnetic nanoparticle supported acidic ionic [...] Read more.
An efficient and eco-friendly procedure for the synthesis of 1-amidoalkyl-2-naphthol and tetrahydrobenzo[b]pyran derivatives has been developed through a one-pot three-component condensation of aldehydes with 2-naphthol and amides, or with malononitrile and dimedone in the presence of magnetic nanoparticle supported acidic ionic liquid ([email protected]) as a novel heterogeneous catalyst under solvent-free conditions. This new procedure offers several advantages such as short reaction time, excellent yields, operational simplicity and without any tedious work-up for catalyst recovery or product purification. Moreover, the catalyst could be simply separated by an external magnet and reused six times without significant loss of catalytic activity. Full article
(This article belongs to the Special Issue Organocatalysis in Ionic Liquids)
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Open AccessArticle
PEG1000-Based Dicationic Acidic Ionic Liquid/Solvent-Free Conditions: An Efficient Catalytic System for the Synthesis of Bis(Indolyl)methanes
Catalysts 2017, 7(10), 300; https://doi.org/10.3390/catal7100300 - 11 Oct 2017
Cited by 3
Abstract
An efficient procedure has been researched for the solvent-free synthesis of bis(indolyl)methanes via a one-pot reaction of indoles and aldehydes or ketones promoted by PEG1000-based dicationic acidic ionic liquid (PEG1000-DAIL). The catalyst PEG1000-DAIL could be reused seven [...] Read more.
An efficient procedure has been researched for the solvent-free synthesis of bis(indolyl)methanes via a one-pot reaction of indoles and aldehydes or ketones promoted by PEG1000-based dicationic acidic ionic liquid (PEG1000-DAIL). The catalyst PEG1000-DAIL could be reused seven times with excellent results. Furthermore, through this method, a highly chemoselective reaction of benzaldehyde and acetophenone with indole could be achieved. Full article
(This article belongs to the Special Issue Organocatalysis in Ionic Liquids)
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Open AccessArticle
Conversion of Carbohydrates into Platform Chemicals Catalyzed by Alkaline Ionic Liquids
Catalysts 2017, 7(9), 245; https://doi.org/10.3390/catal7090245 - 23 Aug 2017
Cited by 4
Abstract
A series of alkaline ionic liquids (ILs) including 1-butyl-3-methylimidazolium benzoate ([BMIM]PHCOO), 1-butyl-3-methylimidazolium carbonate ([BMIM]2CO3), 1-butyl-3-methylimidazolium acetate ([BMIM]OAc), 1-butyl-3-methylimidazolium hydroxide ([BMIM]OH), ethanolamine tetrafluoroborate ([MEA]BF4), and 1,1,3,3-tetramethylguanidine (TMG)-based ILs, etc., were synthesized and utilized as catalysts for the conversion [...] Read more.
A series of alkaline ionic liquids (ILs) including 1-butyl-3-methylimidazolium benzoate ([BMIM]PHCOO), 1-butyl-3-methylimidazolium carbonate ([BMIM]2CO3), 1-butyl-3-methylimidazolium acetate ([BMIM]OAc), 1-butyl-3-methylimidazolium hydroxide ([BMIM]OH), ethanolamine tetrafluoroborate ([MEA]BF4), and 1,1,3,3-tetramethylguanidine (TMG)-based ILs, etc., were synthesized and utilized as catalysts for the conversion of carbohydrates into 5-HMF. 1,1,3,3-tetramethylguanidine tetrafluoroborate ([TMG]BF4) was confirmed to exhibit excellent catalytic activity, and was much cheaper than other ILs such as 1-butyl-3-methylimidazolium chloride ([BMIM]Cl) for use as a solvent in the conversion of C6 carbohydrates into 5-HMF. The 5-HMF yields from fructose, glucose, cellobiose, and microcrystalline cellulose (MCC) were 74.19%, 27.33%, 20.20%, and 17.73%, respectively. In addition, the possible pathway of carbohydrates (MCC, cellobiose, glucose, etc.) conversion into 5-HMF with [TMG]BF4 as a catalyst was speculated, and the conversion of glucose into 5-HMF was determined to likely be the committed step in the transformation of MCC catalyzed by [TMG]BF4. Full article
(This article belongs to the Special Issue Organocatalysis in Ionic Liquids)
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Open AccessCommunication
Direct Conversion of Propylene Oxide to 3-Hydroxy Butyric Acid Using a Cobalt Carbonyl Ionic Liquid Catalyst
Catalysts 2017, 7(8), 228; https://doi.org/10.3390/catal7080228 - 30 Jul 2017
Cited by 6
Abstract
The reported catalytic system demonstrates the possibility of efficient mass production of 3-hydroxybutyric acid (3-HBA) from inexpensive raw materials. The direct coupling of propylene oxide, water, and CO was catalyzed by 1-butyl-3-methylimidazolium cobalt tetracarbonyl ([Bmim][Co(CO)4]) ionic liquid to form 3-HBA with [...] Read more.
The reported catalytic system demonstrates the possibility of efficient mass production of 3-hydroxybutyric acid (3-HBA) from inexpensive raw materials. The direct coupling of propylene oxide, water, and CO was catalyzed by 1-butyl-3-methylimidazolium cobalt tetracarbonyl ([Bmim][Co(CO)4]) ionic liquid to form 3-HBA with >99% conversion (49% selectivity) under mild conditions. Full article
(This article belongs to the Special Issue Organocatalysis in Ionic Liquids)
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Open AccessCommunication
Lipase-Catalyzed Synthesis of Indolyl 4H-Chromenes via a Multicomponent Reaction in Ionic Liquid
Catalysts 2017, 7(6), 185; https://doi.org/10.3390/catal7060185 - 08 Jun 2017
Cited by 6
Abstract
Synthesis of indolyl 4H-chromenes via a three-component reaction catalyzed by lipase in ionic liquidsis reported here for the first time. High yields (77–98%) were obtained when Mucor miehei lipase was used as the catalyst in [EMIM][BF4]. Furthermore, [EMIM][BF4] exhibited [...] Read more.
Synthesis of indolyl 4H-chromenes via a three-component reaction catalyzed by lipase in ionic liquidsis reported here for the first time. High yields (77–98%) were obtained when Mucor miehei lipase was used as the catalyst in [EMIM][BF4]. Furthermore, [EMIM][BF4] exhibited good reusability in this enzymatic reaction. This study affords a new example of lipase catalytic promiscuity and broadens the application range of ionic liquid in biocatalysis. Full article
(This article belongs to the Special Issue Organocatalysis in Ionic Liquids)
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Open AccessArticle
Caprolactam-Based Brønsted Acidic Ionic Liquids for Biodiesel Production from Jatropha Oil
Catalysts 2017, 7(4), 102; https://doi.org/10.3390/catal7040102 - 27 Mar 2017
Cited by 2
Abstract
Caprolactam-based ionic liquids show many advantages, such as the lower toxicity, lower cost, and a simple preparation process. In this work, caprolactam-based ionic liquids were prepared and adopted as catalysts for the transesterification of Jatropha oil with methanol. The results demonstrated that the [...] Read more.
Caprolactam-based ionic liquids show many advantages, such as the lower toxicity, lower cost, and a simple preparation process. In this work, caprolactam-based ionic liquids were prepared and adopted as catalysts for the transesterification of Jatropha oil with methanol. The results demonstrated that the SO3H-functional caprolactam‐based ionic liquids have higher catalytic activity than those of the caprolactam-based ionic liquids without sulfonic group or the SO3H-functional pyridine-based ionic liquids, attributed to their stronger Brønsted acidity. By optimizing the reaction parameter, the biodiesel yield catalyzed by 1-(4-sulfonic group) butylcaprolactamium hydrogen sulfate ([HSO3-bCPL][HSO4]) could reach above 95% at 140 °C for 3 h. Furthermore, the ionic liquid had a good reusability. Full article
(This article belongs to the Special Issue Organocatalysis in Ionic Liquids)
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