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Highly Ordered Rectangular Columnar Ionic Liquid Crystals: A More Efficient Medium for Intramolecular Diels Alder Reactions
Author(s) -
Do Dat Tien,
Schmitzer Andreea R.
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600713
Subject(s) - intramolecular force , ionic liquid , diels–alder reaction , yield (engineering) , solvent , ionic bonding , liquid crystal , selectivity , materials science , phase (matter) , benzene , crystal (programming language) , chemistry , organic chemistry , photochemistry , ion , catalysis , composite material , optoelectronics , computer science , programming language
Herein, we present the synthesis, the thermal and mesophormic properties of trialkyl(1,3,5‐benzene)trisimidazolium salts. These salts form highly ordered rectangular columnar ionic liquid crystal phases and can be used as reaction media for Diels Alder reactions. The use of the ionic liquid crystal phase favours the formation of the intramolecular Diels Alder products, even in high concentration reaction conditions. We show that the ionic liquid crystal phase can be recycled and reused as solvent for at least 10 times, without any loss of yield or selectivity in the Diels Alder reaction.