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Organic Ionic Liquids: Ultimate Green Solvents In Organic Synthesis

M. A. Shaikh, Xudong Huang
Published 2012 · Chemistry

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Over the years, ionic liquids have gained significant attention in organic synthesis and other areas of chemistry as environmentally benign solvents. Unlike traditional solvents, ionic liquids offer several advantages such as being nonvolatile, noncorrosive, immiscible in organic solvents, easily stored and handled, producing less hazardous waste, and easily recovered in terms of materials during the reaction work-up. Their role in enhancing reaction rates and selectivity is well documented in the literature. Ionic liquids have proved to be an important alternative over traditional solvents in a variety of synthetic transformations. In this account, we highlight some of the advancements over the last decade in the development of ionic liquids as solvents in organic synthesis.
This paper references
10.1002/JHET.5570440123
Microwave‐assisted synthesis of 2‐(2‐pyridyl)azoles. Study of their corrosion inhibiting properties
N. Likhanova (2007)
10.1021/JA021484X
An ionic liquid-supported ruthenium carbene complex: a robust and recyclable catalyst for ring-closing olefin metathesis in ionic liquids.
Nicolas Audic (2003)
10.1002/ANIE.200600327
Highly enantioselective aza-Baylis-Hillman reaction in a chiral reaction medium.
R. Gausepohl (2006)
10.1002/POC.863
Ionic liquids: solvent properties and organic reactivity
Cinzia Chiappe (2005)
10.1021/AR000114F
The development of L2X2Ru=CHR olefin metathesis catalysts: an organometallic success story.
T. M. Trnka (2001)
10.1021/ic951325x
Hydrophobic, Highly Conductive Ambient-Temperature Molten Salts.
P. Bonhôte (1996)
10.1021/jo00962a020
Syntheses and properties of molten tetraalkylammonium tetraalkylborides
W. Ford (1973)
10.1021/JO0613232
Design and synthesis of pyridinium chiral ionic liquids tethered to a urea functionality.
B. Ni (2006)
10.1039/B412848F
Room-temperature ionic liquids that dissolve carbohydrates in high concentrations
Qingbin Liu (2005)
10.1039/B107270F
Catalytic reactions in ionic liquids.
R. Sheldon (2001)
10.1071/CH04153
Olefin Metathesis: Catalyst Development, Microwave Catalysis, and Domino Applications
S. G. Aitken (2005)
10.2174/157017907782408824
The Chemistry of the C2 Position of Imidazolium Room Temperature Ionic Liquids
E. Garrett Ennis (2007)
10.1039/B309027B
Enantioselective chemo- and bio-catalysis in ionic liquids.
C. E. Song (2004)
10.1039/B212155G
An ionic liquid as a recyclable medium for the green preparation of α,α′-bis (substituted benzylidene)cycloalkanones catalyzed by FeCl3·6H2O
X. Zhang (2003)
10.1021/JA9821089
Mo-Catalyzed Asymmetric Synthesis of Dihydrofurans. Catalytic Kinetic Resolution and Enantioselective Desymmetrization through Ring-Closing Metathesis
Daniel S. La (1998)
10.1149/1.2100739
Room Temperature Fused Salts Based on Copper(I) Chloride‐1‐Methyl‐3‐Ethylimidazolium Chloride Mixtures III . Electrochemical Studies
S. A. Bolkan (1987)
10.1039/C39920000965
Air and Water Stable 1-Ethyl-3-methylimidazolium Based Ionic Liquids
J. S. Wilkes (1992)
10.1021/cr050946x
Biocatalysis in ionic liquids.
F. van Rantwijk (2007)
10.1039/B600277C
Study on guanidine-based task-specific ionic liquids as catalysts for direct aldol reactions without solvent
A. Zhu (2006)
10.1021/BK-2002-0818
Ionic liquids : industrial applications for green chemistry
R. Rogers (2002)
10.1055/S-0028-1087340
Ionic Liquid : an Efficient Recyclable System for the Synthesis of 2,4-Disubstituted Quinolines via Meyer-Schuster Rearrangement
Rupam J. Sarma (2008)
10.1055/S-2004-831181
Ionic Liquids-Promoted Multi-Component Reaction: Green Approach for Highly Substituted 2-Aminofuran Derivatives
J. S. Yadav (2004)
10.1002/CHIN.197902005
Raman Spectra of Molten Aluminum Chloride: 1-Butylpyridinium Chloride Systems at Ambient Temperatures
R. Gale (1979)
10.1149/1.2108893
Chloroaluminate Equilibria in the Aluminum Chloride‐1‐Methyl‐3‐ethylimidazolium Chloride Ionic Liquid
C. Hussey (1986)
10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5
Ionic Liquids-New "Solutions" for Transition Metal Catalysis.
Wasserscheid (2000)
Electrophilic Aromatic Substitution
R. Taylor (1990)
Organic Chemistry Using Clays
M. Balogh (1993)
10.1021/ja00987a025
Tetrahexylammonium benzoate, a liquid salt at 25.degree., a solvent for kinetics or electrochemistry
C. G. Swain (1967)
10.1016/S0040-4039(99)01962-0
Bismuth(III) halides: remarkable doping agents for triflic acid in the catalytic sulfonylation of arenes
Sigrid Répichet (1999)
10.1039/B101140P
Ionic liquids as powerful media in scandium triflate catalysed Diels–Alder reactions: significant rate acceleration, selectivity improvement and easy recycling of catalyst
C. E. Song (2001)
10.3998/ARK.5550190.0007.G05
A facile synthesis of flavones using recyclable ionic liquid under microwave irradiation
S. Sarda (2006)
10.1149/1.2778132
Electrodeposition of Metals from Fused Quaternary Ammonium Salts
F. Hurley (1942)
10.1016/S0003-2670(00)80674-1
Effect of anion chain length on the solvent properties of liquid tetrabutylammonium alkylsulfonate salts studied by gas—liquid chromatography
K. Furton (1991)
10.1021/CR010338R
Ionic liquid (molten salt) phase organometallic catalysis.
J. Dupont (2002)
10.1039/B210104C
Osmium tetroxide-(QN)2PHAL in an ionic liquid: a highly efficient and recyclable catalyst system for asymmetric dihydroxylation of olefins.
C. E. Song (2002)
10.1039/A702978K
Organometallic synthesis in ambient temperature chloroaluminate(III) ionic liquids. Ligand exchange reactions of ferrocene
P. Dyson (1997)
10.1351/pac198860121763
Room temperature haloaluminate ionic liquids. Novel solvents for transition metal solution chemistry
C. L. Hussey (1988)
10.1021/je00044a019
Room temperature fused salts based on copper(I) chloride-1-methyl-3-ethylimidazolium chloride mixtures. 1. Physical properties
S. A. Bolkan (1986)
10.1021/JO0624851
Ionic-liquid-promoted palladium-catalyzed multicomponent cyclocarbonylation of o-iodoanilines and allenes to form methylene-2,3-dihydro-1H-quinolin-4-ones.
Fangguo Ye (2007)
10.1021/OL016769D
Ruthenium-catalyzed olefin metathesis in ionic liquids.
R. C. Buijsman (2001)
10.1002/chin.198826345
Organic and organometallic reactions in molten salts and related melts
R. Pagni (1987)
10.1021/OL0068849
Organic synthesis in ionic liquids: the Stille coupling.
S. Handy (2001)
10.1055/S-2003-37643
Organic Reactions in Ionic Liquids: Knoevenagel Condensation Catalyzed by Ethylenediammonium Diacetate
Ce Su (2003)
10.1021/ja00844a081
Electrochemical scrutiny of organometallic iron complexes and hexamethylbenzene in a room temperature molten salt
H. Chum (1975)
10.1021/JO070015G
An improved procedure for the three-component synthesis of highly substituted pyridines using ionic liquid.
B. Ranu (2007)
10.1016/J.CATTOD.2004.09.075
Esterification of propionic acid under microwave irradiation over an ion-exchange resin
B. Toukoniitty (2005)
10.1016/J.TETLET.2004.06.134
First application of chiral ionic liquids in asymmetric Baylis–Hillman reaction
Bruce Pégot (2004)
10.1016/J.MOLSTRUC.2005.10.027
Synthesis, characterization and thermal properties of nine quaternary dialkyldiaralkylammonium chlorides
Sara Busi (2006)
10.1016/S0003-2670(00)80302-5
Chromatographic and spectroscopic studies of the solvent properties of a new series of room-temperature liquid tetraalkylammonium sulfonates
S. Poole (1989)
10.1016/J.TET.2005.09.147
Efficient esterification of carboxylic acids and phosphonic acids with trialkyl orthoacetate in ionic liquid
Tomonori Yoshino (2006)
10.1016/S1381-1169(01)00465-4
Ionic liquids: perspectives for organic and catalytic reactions
H. Olivier-Bourbigou (2002)
10.1039/A902818H
The phase behaviour of 1-alkyl-3-methylimidazolium tetrafluoroborates; ionic liquids and ionic liquid crystals
J. Holbrey (1999)
10.1071/ch9772005
The synthesis and thermolysis of imidazole quaternary salts
B. Chan (1977)
10.1021/jo801802q
Intramolecular Diels-Alder reaction in ionic liquids: effect of ion-specific solvent friction.
Shraeddha Tiwari (2008)
10.1039/B514140K
Functionalized imidazolium salts for task-specific ionic liquids and their applications.
S. Lee (2006)
10.1021/OL052543P
Brønsted guanidine acid-base ionic liquids: novel reaction media for the palladium-catalyzed Heck reaction.
S. Li (2006)
10.1021/BK-2003-0856
Ionic liquids as green solvents : progress and prospects
R. Rogers (2003)
10.1021/CR0200872
Synthesis of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis.
A. Deiters (2004)
10.1016/J.CCR.2004.04.015
Ionic liquids in catalysis
T. Welton (2004)
10.1021/jo900629g
Microwave-promoted syntheses of quinazolines and dihydroquinazolines from 2-aminoarylalkanone O-phenyl oximes.
Fernando Portela-Cubillo (2009)
10.1021/ja00496a008
An electrochemical and spectroscopic study of some aromatic hydrocarbons in the room temperature molten salt system aluminum chloride-n-butylpyridinium chloride
J. Robinson (1979)
10.1038/323614a0
Room-temperature ionic liquids as solvents for electronic absorption spectroscopy of halide complexes
D. Appleby (1986)
10.1039/C39940000299
Structure of 1-ethyl-3-methylimidazolium hexafluorophosphate: model for room temperature molten salts
J. Fuller (1994)
10.1021/cr1003248
Room-temperature ionic liquids: solvents for synthesis and catalysis. 2.
J. Hallett (2011)
10.1002/CHIN.200904256
The Chemistry of the C-2 Position of Imidazolium Room-Temperature Ionic Liquids
E. Garrett Ennis (2009)
10.2174/1570178043488400
Phosphonium Salt Catalyzed Henry Nitroaldol Reactions
J. McNulty (2004)
10.1039/A703389C
Montmorillonite K-10 and KSF as remarkable acetylation catalysts
Ai-Jun Li (1997)
10.1055/S-2008-1077888
Synthesis of Imidazolium-TaggedRuthenium Carbene Complex: Remarkable Activity and Reusability inRegard to Olefin Metathesis in Ionic Liquids
Hideaki Wakamatsu (2008)
10.1002/CHIN.200507092
Ionic Liquid Promoted Multi-Component Reaction: Green Approach for Highly Substituted 2-Aminofuran Derivatives.
J. S. Yadav (2005)
10.1002/ANIE.200460431
On the noninnocent nature of 1,3-dialkylimidazolium ionic liquids.
J. Dupont (2004)
10.1016/J.TETLET.2005.06.153
Synthesis of fused tetrahydro -β -carbolinequinoxalinones in 1-n -butyl -2,3 -dimethylimidazolium bis(trifluoromethylsulfonyl)- imide ([bdmim][Tf2N]) and 1-n -butyl -2,3 -dimethylimidazolium perfluorobutylsulfonate ([bdmim][PFBuSO3]) ionic liquids
Ming-Chung Tseng (2005)
10.1002/9783527621194
Ionic Liquids in Synthesis
P. Wasserscheid (2002)
10.1016/S0040-4039(02)01461-2
OsO4-catalyzed dihydroxylation of olefins in ionic liquid [emim]BF4: a recoverable and reusable osmium
R. Yanada (2002)
10.1016/J.TETLET.2003.12.141
An ionic liquid based on a cyclic guanidinium cation is an efficient medium for the selective oxidation of benzyl alcohols
Haibo Xie (2004)
10.1126/science.1146421
Epoxide-Opening Cascades Promoted by Water
I. Vilotijevic (2007)
10.1055/S-2008-1042912
Task-Specific Basic Ionic Liquid: A Reusable and Green Catalyst for One-Pot Synthesis of Highly Functionalized Pyrroles in Aqueous Media
I. Yavari (2008)
10.1016/J.TET.2004.10.070
Chemical and biochemical transformations in ionic liquids
N. Jain (2005)
10.1002/CHIN.200140042
Ionic Liquids as Powerful Media in Scandium Triflate Catalyzed Diels—Alder Reactions: Significant Rate Acceleration, Selectivity Improvement and Easy Recycling of Catalyst.
C. E. Song (2001)
10.1039/A806169F
Ionic liquid crystals: hexafluorophosphate salts
C. Gordon (1998)



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