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Synthesis and Properties of Chiral Ammonium‐Based Ionic Liquids
Author(s) -
Pernak Juliusz,
FederKubis Joanna
Publication year - 2005
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.200500026
Subject(s) - ionic liquid , ammonium , chloride , ammonium chloride , ionic bonding , inorganic chemistry , viscosity , chemistry , materials science , ion , organic chemistry , catalysis , composite material
New chiral ammonium‐based ionic liquids containing the (1 R ,2 S ,5 R )‐(−)‐menthyl group can be easily and efficiently prepared under ambient conditions. The preparation and characterization of trialkyl[(1 R ,2 S ,5 R )‐(−)‐menthoxymethyl]ammonium salts is reported. The salts have been demonstrated to be air‐ and moisture‐stable under ambient conditions and can be readily used in a variety of standard experimental procedures. The single‐crystal X‐ray structure of butyldimethyl[(1 R ,2 S ,5 R )‐(−)‐menthoxymethyl]ammonium chloride has been determined. The chiral, room‐temperature ionic liquids have been characterized by physical properties such as specific rotation, density, viscosity, thermal degradation, and glass transition temperature. Trialkyl[(1 R ,2 S ,5 R )‐(−)‐menthoxymethyl]ammonium chloride prototype ionic liquids have also been found to exhibit strong antimicrobial and high antielectrostatic activities.