Supramolecular effects involving the incorporation of guest substrates in imidazolium ionic liquid networks: Recent advances and future developments

被引:58
作者
Leclercq, Loic [1 ,2 ]
Schmitzer, Andreea R. [1 ,2 ]
机构
[1] Univ Montreal, Dept Chem, Montreal, PQ, Canada
[2] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
基金
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词
ionic liquids; imidazolium salts; host networks; inclusion complexes; organic reactions; DIELS-ALDER REACTIONS; RHODIUM-CATALYZED HYDROFORMYLATION; TRANSITION-METAL NANOPARTICLES; SOLVATOCHROMIC PROBE BEHAVIOR; FRIEDEL-CRAFTS REACTIONS; BAYLIS-HILLMAN REACTION; 1-BUTYL-3-METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; HALIDE NUCLEOPHILICITY; AMBIENT-TEMPERATURE; CARBON-DIOXIDE;
D O I
10.1080/10610270802468421
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
The interest in ionic liquids (ILs) as green solvents has grown enormously in the last few years. ILs have been proved to be convenient and economical solvents due to their efficiencies, non-toxicities and recyclabilities. Logically, these new media are used in a wide range of organic reactions. Recent investigations of the physicochemical properties of imidazolium ILs suggest that they behave as polymeric supramolecules that cannot be seen as conventional solvent. Electrostatic, H-bonds and -stacking interactions occur in imidazolium ILs. When various organic compounds are mixed with imidazolium ILs, 'inclusion complexes' are formed and complex supramolecular organisation is created. In other words, ILs can be seen as a pre-organised medium that can modify the molecular reactivity (selectivity, substrate discrimination, etc.) by the formation of 'inclusion complexes' between guests (reactive species) and the 'host networks' (ILs). This mini review is intended to describe the imidazolium IL organisation (aggregation properties, formation of 'inclusion complexes', etc.) and to underline some of the effects on the organic reactivity of the inclusion of the guest substrates in imidazolium ILs.
引用
收藏
页码:245 / 263
页数:19
相关论文
共 154 条
[1]
ABEDIN SZE, 2006, CHEMPHYSCHEM, P1535
[2]
ABEDIN SZE, 2005, ELECTROCHEM COMMUN, P1111
[3]
Adams CJ, 1998, CHEM COMMUN, P2097
[4]
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
[5]
RATE ENHANCEMENT EFFECTS IN THE DABCO CATALYZED SYNTHESIS OF HYDROXYALKENOATE ESTERS [J].
AMEER, F ;
DREWES, SE ;
FREESE, S ;
KAYE, PT .
SYNTHETIC COMMUNICATIONS, 1988, 18 (05) :495-500
[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]
Ionic liquids for the convenient synthesis of functional nanoparticles and other inorganic nanostructures [J].
Antonietti, M ;
Kuang, DB ;
Smarsly, B ;
Yong, Z .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (38) :4988-4992
[8]
Molecular reorientational dynamics of the neat ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate by measurement of 13C nuclear magnetic relaxation data [J].
Antony, JH ;
Mertens, D ;
Dölle, A ;
Wasserscheid, P ;
Carper, WR .
CHEMPHYSCHEM, 2003, 4 (06) :588-594
[9]
EVIDENCE FOR HYDROGEN-BONDING IN SOLUTIONS OF 1-ETHYL-3-METHYLIMIDAZOLIUM HALIDES, AND ITS IMPLICATIONS FOR ROOM-TEMPERATURE HALOGENOALUMINATE(III) IONIC LIQUIDS [J].
AVENT, AG ;
CHALONER, PA ;
DAY, MP ;
SEDDON, KR ;
WELTON, T .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1994, (23) :3405-3413
[10]
Temperature-dependent microscopic solvent properties of 'dry' and 'wet' 1-butyl-3-methylimidazolium hexafluorophosphate: correlation with ET(30) and Kamlet-Taft polarity scales [J].
Baker, SN ;
Baker, GA ;
Bright, FV .
GREEN CHEMISTRY, 2002, 4 (02) :165-169