Issue 17, 2018

Intermolecular hydrogen bonds in water@IL supramolecular complexes

Abstract

The role of small amounts of water in ionic liquids (ILs), namely, 1-n-butyl-2,3-dimethylimidazolium imidazolate (BMMI·Im), 2-methylimidazolate (BMMI·MeIm), and pyrazolate (BMMI·Pyr), is examined using NMR spectroscopy and density functional theory (DFT) calculations. The nuclear Overhauser effect (NOE) indicates that a water molecule is trapped inside the ionic network, keeping the ion pair in contact through strong H-bonds involving the hydrogen atoms of water and the nitrogen atoms of the IL anions to give a guest@host supramolecular structure. The formation of the H2O@IL pair complex with different ILs combined with the strong hydrogen bond strength within the complex is responsible for the selective H/D exchange reactions at the imidazolium C2-Me and ketone Cα positions.

Graphical abstract: Intermolecular hydrogen bonds in water@IL supramolecular complexes

Supplementary files

Article information

Article type
Paper
Submitted
04 Jan 2018
Accepted
04 Apr 2018
First published
04 Apr 2018

Phys. Chem. Chem. Phys., 2018,20, 11608-11614

Intermolecular hydrogen bonds in water@IL supramolecular complexes

M. Zanatta, J. Dupont, G. N. Wentz and F. P. dos Santos, Phys. Chem. Chem. Phys., 2018, 20, 11608 DOI: 10.1039/C8CP00066B

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