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Aza‐Crown Ether Complex Cation Ionic Liquids: Preparation and Applications in Organic Reactions
Author(s) -
Song Yingying,
Cheng Chen,
Jing Huanwang
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403118
Subject(s) - chemistry , ionic liquid , malononitrile , catalysis , nitromethane , medicinal chemistry , diglyme , nucleophile , crown ether , knoevenagel condensation , nitroaldol reaction , organic chemistry , polymer chemistry , solvent , ion , enantioselective synthesis
Aza‐crown ether complex cation ionic liquids (aCECILs) were devised, fabricated, and characterized by using NMR spectroscopy, MS, thermogravimetric differential thermal analysis (TG‐DTA), elemental analysis and physical properties. These new and room‐temperature ILs were utilized as catalysts in various organic reactions, such as the cycloaddition reaction of CO 2 to epoxides, esterification of acetic acid and alcohols, the condensation reaction of aniline and propylene carbonate, and Friedel–Crafts alkylation of indole with aldehydes were investigated carefully. In these reactions, the ionic liquid exhibited cooperative catalytic activity between the anion and cation. In addition, the aza‐[18‐C‐6HK][HSO 4 ] 2 was the best acidic catalyst in the reactions of esterification and Friedel–Crafts alkylation under mild reaction conditions.