Quinine based ionic liquids: A tonic for base instability

Six basic ionic liquids were synthesised from the natural molecule quinine, including one room temperature ionic liquid. The thermal properties were studied and the basicity analysed by Hammett measurements. The properties are discussed in relation to the crystal structure of one of the salts, [C4Qn...

Full description

Saved in:
Bibliographic Details
Published in:Journal of molecular liquids 2020-01, Vol.297, p.111773, Article 111773
Main Authors: McNeice, Peter, Vallana, Federico M.F., Coles, Simon J., Horton, Peter N., Marr, Patricia C., Seddon, Kenneth R., Marr, Andrew C.
Format: Article
Language:English
Subjects:
Base catalysis
Base stable ionic liquids
Basic ionic liquids
Chiral ionic liquids
Fluorescent ionic liquids
Knoevenagel condensation
Quinine
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Six basic ionic liquids were synthesised from the natural molecule quinine, including one room temperature ionic liquid. The thermal properties were studied and the basicity analysed by Hammett measurements. The properties are discussed in relation to the crystal structure of one of the salts, [C4Qn][NTf2] (2c) and electron density models generated using Spartan. The ionic liquids were shown to catalyse the Knoevenagel condensation of Malononitrile and Benzaldehyde. [Display omitted] •Six quinine ionic liquids have been prepared.•Solving the crystal structure gave information on hydrogen bonding and ion stacking.•The effect of intermolecular forces on stability and physical properties is discussed.•Hammett basicity of the ionic liquids was analysed.•Ionic liquids are efficient basic catalysts for a Knoevenagel condensation.
ISSN:0167-7322
1873-3166
DOI:10.1016/j.molliq.2019.111773