Synthesis and properties of chiral imidazolium ionic liquids with a (1R,2S,5R)-(−)-menthoxymethyl substituent

Autor: Scott T. Griffin, Anna Cieniecka-Rosłonkiewicz, Robin D. Rogers, Juliusz Pernak, Cédric Fischmeister, Joanna Feder-Kubis
Přispěvatelé: Institut des Sciences Chimiques de Rennes (ISCR), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Rok vydání: 2007
Předmět:
Zdroj: New J. Chem.
New J. Chem., 2007, pp.879-892
New J. Chem., 2007, 31, pp.879-892
ISSN: 1369-9261
1144-0546
DOI: 10.1039/b616215k
Popis: A series of 1-[(1R,2S,5R)-(−)-menthoxymethyl]-3-alkylimidazolium salts have been synthesized, producing both hydrophilic and hydrophobic chiral imidazolium ionic liquids. Their physicochemical properties, single-crystal X-ray structures, antimicrobial activities, and antielectrostatic effects were determined and these compounds have proven to represent not only potential new solvents in asymmetric synthesis, but also effective, disinfectants with antielectrostatic activity. Given the number and diversities of the possible conformations and interionic interactions, coupled with the chiral nature of the cations, it should come as no surprise that these salts exhibit ionic liquid behavior and are so difficult to crystallize.
Databáze: OpenAIRE