Chiral ionic liquids: A compendium of syntheses and applications (2005-2012)

被引:119
作者
Payagala, Tharanga [1 ]
Armstrong, Daniel W. [1 ]
机构
[1] Univ Texas Arlington, Dept Chem & Biochem, Arlington, TX 76019 USA
关键词
chiral ionic liquids; chiral discrimination; asymmetric synthesis; DIELS-ALDER REACTION; MICELLAR ELECTROKINETIC CHROMATOGRAPHY; ASYMMETRIC MICHAEL ADDITION; BAYLIS-HILLMAN REACTION; MODE ESI-MS; HIGHLY EFFICIENT ORGANOCATALYSTS; MASS-SPECTROMETRIC ANALYSIS; AMINO-ACID DERIVATIVES; STATIONARY PHASES; GAS-CHROMATOGRAPHY;
D O I
10.1002/chir.21975
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In recent years, the field of chiral ionic liquids (CILs) has undergone exponential growth. As the technology has advanced, new ways of synthesizing stable and structurally diverse ionic liquids have been established. This has led to heretofore unknown applications of CILs as well as in improving efficiency of previously identified applications. In this review article we have compiled a comprehensive database containing structures and physical properties of notable CILs that have been synthesized during the last 6 years. Their applications in the fields of asymmetric organic synthesis, spectroscopy, and chromatography are also illustrated. This is an expansion of our previous review, which covered the literature before 2005. Chirality, 2011. (C) 2011 Wiley Periodicals, Inc.
引用
收藏
页码:17 / 53
页数:37
相关论文
共 137 条
[1]   Influence of chiral ionic liquids on the excited-state properties of naproxen analogs [J].
Adhikary, Ramkrishna ;
Bose, Sayantan ;
Mukherjee, Prasun ;
Thite, Aniket ;
Kraus, George A. ;
Wijeratne, Aruna B. ;
Sharma, Pritesh S. ;
Armstrong, Daniel W. ;
Petrich, Jacob W. .
JOURNAL OF PHYSICAL CHEMISTRY B, 2008, 112 (25) :7555-7559
[2]   Unexpected side reactions of imidazolium-based ionic liquids in the base-catalysed Baylis-Hillman reaction [J].
Aggarwal, VK ;
Emme, I ;
Mereu, A .
CHEMICAL COMMUNICATIONS, 2002, (15) :1612-1613
[3]   New strategies for organic catalysis: The first highly enantioselective organocatalytic Diels-Alder reaction [J].
Ahrendt, KA ;
Borths, CJ ;
MacMillan, DWC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (17) :4243-4244
[4]   Facile synthesis of ionic liquids possessing chiral carboxylates [J].
Allen, Christine R. ;
Richard, Paulina L. ;
Ward, Antony J. ;
van de Water, Leon G. A. ;
Masters, Anthony F. ;
Maschmeyer, Thomas .
TETRAHEDRON LETTERS, 2006, 47 (41) :7367-7370
[5]   Ionic liquids in analytical chemistry [J].
Anderson, Jared L. ;
Armstrong, Daniel W. ;
Wei, Guor-Tzo .
ANALYTICAL CHEMISTRY, 2006, 78 (09) :2892-2902
[6]   High-stability ionic liquids. A new class of stationary phases for gas chromatography [J].
Anderson, JL ;
Armstrong, DW .
ANALYTICAL CHEMISTRY, 2003, 75 (18) :4851-4858
[7]   Immobilized ionic liquids as high-selectivity/high-temperature/high-stability gas chromatography stationary phases [J].
Anderson, JL ;
Armstrong, DW .
ANALYTICAL CHEMISTRY, 2005, 77 (19) :6453-6462
[8]   Application of mutually immiscible ionic liquids to the separation of aromatic and aliphatic hydrocarbons by liquid extraction: a preliminary approach [J].
Arce, Alberto ;
Earle, Martyn J. ;
Katdare, Suhas P. ;
Rodriguez, H. ;
Seddon, Kenneth R. .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2008, 10 (18) :2538-2542
[9]  
Armstrong DW, 2009, LC GC EUR, V22, P459
[10]   Ionic liquids as matrixes for matrix-assisted laser desorption/ionization mass spectrometry [J].
Armstrong, DW ;
Zhang, LK ;
He, LF ;
Gross, ML .
ANALYTICAL CHEMISTRY, 2001, 73 (15) :3679-3686