Issue 95, 2023

Solvation rules: aromatic interactions outcompete cation–π interactions in synthetic host–guest complexes in water

Abstract

Chemical double mutant cycles were used to measure the interaction of a N-methyl pyridinium cation with a π-box in a calix[4]pyrrole receptor. Although the cation–π interaction is attractive (−11 kJ mol−1), it is 7 kJ mol−1 less favourable than the corresponding aromatic interaction with the isosteric but uncharged tolyl group.

Graphical abstract: Solvation rules: aromatic interactions outcompete cation–π interactions in synthetic host–guest complexes in water

Supplementary files

Article information

Article type
Communication
Submitted
05 Sep 2023
Accepted
06 Nov 2023
First published
13 Nov 2023
This article is Open Access
Creative Commons BY license

Chem. Commun., 2023,59, 14146-14148

Solvation rules: aromatic interactions outcompete cation–π interactions in synthetic host–guest complexes in water

G. Tobajas-Curiel, Q. Sun, J. K. M. Sanders, P. Ballester and C. A. Hunter, Chem. Commun., 2023, 59, 14146 DOI: 10.1039/D3CC04399A

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