Hydrogen-bonded host-guest systems are stable in ionic liquids.

Abstract:

:We show that H-bonded host-guest systems associate in ionic liquids (ILs), pure salts with melting point below room temperature, in which dipole-dipole electrostatic interactions should be negligible in comparison with dipole-charge interactions. Binding constants (Ka) obtained from titrations of four H-bonded host-guest systems in two organic solvents and two ionic liquids yield smaller yet comparable Ka values in ionic liquids than in organic solvents. We also detect the association event using force spectroscopy, which confirms that the binding is not solely due to (de)solvation processes. Our results indicate that classic H-bonded host-guest supramolecular chemistry takes place in ILs. This implies that strong H-bonds are only moderately affected by surroundings composed entirely of charges, which can be interpreted as an indication that the balance of Coulombic to covalent forces in strong H-bonds is not tipped towards the former.

journal_name

Sci Rep

journal_title

Scientific reports

authors

Naranjo T,Álvarez-Asencio R,Pedraz P,Nieto-Ortega B,Silva SM,Burzurí E,Rutland MW,Pérez EM

doi

10.1038/s41598-020-71803-3

subject

Has Abstract

pub_date

2020-09-22 00:00:00

pages

15414

issue

1

issn

2045-2322

pii

10.1038/s41598-020-71803-3

journal_volume

10

pub_type

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