Room-Temperature Ionic Liquids: Solvents for Synthesis and Catalysis. 2

被引:3078
作者
Hallett, Jason P. [1 ]
Welton, Tom [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
关键词
DIELS-ALDER REACTION; DILUTION ACTIVITY-COEFFICIENTS; N-HETEROCYCLIC CARBENES; SOLVATOCHROMIC COMPARISON METHOD; NUCLEOPHILIC-SUBSTITUTION REACTIONS; PHOTOINDUCED ELECTRON-TRANSFER; STATIC DIELECTRIC-CONSTANT; FRIEDEL-CRAFTS ALKYLATION; ASYMMETRIC ALDOL REACTION; CROSS-COUPLING REACTIONS;
D O I
10.1021/cr1003248
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A scientific review focuses on the use of room-temperature ionic liquids (IL) as solvents in synthesis and catalysis. The review concentrates on those studies that have sought to understand how ionic liquids can affect the reactivity of solute materials. A number of such room-temperature ionic liquids have bee prepared over a period of time to be used as solvents in synthesis and catalysis. The vast majority of these ionic liquid cations are based upon alkylated amines, with a smaller number of phosphonium and sulfonium salts used. It has also been demonstrated that the IL can be prepared by metathesis of the halide salt with a metal or ammonium salt or the conjugate acid of the required anion. This can be done in aqueous solution for hydrophobic ionic liquids with the product separating during the reaction. The aqueous solution can be washed with CH2Cl2 and the ionic liquid isolated from the CH 2Cl2 solution to increase the overall yield.
引用
收藏
页码:3508 / 3576
页数:69
相关论文
共 837 条
[1]   Deep eutectic solvents formed between choline chloride and carboxylic acids: Versatile alternatives to ionic liquids [J].
Abbott, AP ;
Boothby, D ;
Capper, G ;
Davies, DL ;
Rasheed, RK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (29) :9142-9147
[2]   Quaternary ammonium zinc- or tin-containing ionic liquids: water insensitive, recyclable catalysts for Diels-Alder reactions [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Rasheed, RH ;
Tambyrajah, V .
GREEN CHEMISTRY, 2002, 4 (01) :24-26
[3]  
Abdallah D. J., 2002, CHEM MATER, V14, P4063
[5]   THERMODYNAMICS OF SOLUTE TRANSFER FROM WATER TO HEXADECANE [J].
ABRAHAM, MH ;
WHITING, GS ;
FUCHS, R ;
CHAMBERS, EJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1990, (02) :291-300
[6]   The analysis of solvation in ionic liquids and organic solvents using the Abraham linear free energy relationship [J].
Acree, William E., Jr. ;
Abraham, Michael H. .
JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 2006, 81 (08) :1441-1446
[7]   Chemical reactivity in ionic liquids:: Nitroso group transfer from N-nitrososulfonamide [J].
Adam, Claudia ;
Garcia-Rio, Luis ;
Godoy, Ana ;
Leis, J. Ramon .
GREEN CHEMISTRY, 2006, 8 (07) :596-598
[8]   Nucleophilic and acid catalyst behavior of a protic ionic liquid in a molecular reaction media. Part 1 [J].
Adam, Claudia G. ;
Fortunato, Graciela G. ;
Mancini, Pedro M. .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2009, 22 (05) :460-465
[9]  
Adams D.J., 2004, Chemistry in Alternative Reaction Media
[10]   The role of hydrogen bonding in controlling the selectivity of Diels-Alder reactions in room-temperature ionic liquids [J].
Aggarwal, A ;
Lancaster, NL ;
Sethi, AR ;
Welton, T .
GREEN CHEMISTRY, 2002, 4 (05) :517-520