Delving into the Variability of Supramolecular Affinity: Self‐Ion Pairing as a Central Player in Aqueous Host‐Guest Chemistry

Author:

Gómez‐González Borja1,Basílio Nuno2ORCID,Vaz Belén34ORCID,Pérez‐Lorenzo Moisés34ORCID,García‐Río Luis1ORCID

Affiliation:

1. Department of Physical Chemistry Universidade de Santiago de Compostela 15782 Santiago de Compostela Spain

2. Laboratório Associado para a Química Verde (LAQV) Rede de Química e Tecnologia (REQUIMTE) Departamento de Química, Faculdade de Ciências e Tecnologia Universidade NOVA de Lisboa 2829-516 Caparica Portugal

3. CINBIO, Universidade de Vigo 36310 Vigo Spain

4. Galicia Sur Health Research Institute 36310 Vigo Spain

Abstract

AbstractThe determination of binding constants is a key matter in evaluating the strength of host–guest interactions. However, the profound impact of self‐ion pairing on this parameter is often underrated in aqueous solution, leading in some cases to a misinterpretation of the true potential of supramolecular assemblies. In the present study, we aim to shed further light on this critical factor by exploring the concentration‐dependent behavior of a multicharged pillararene in water. Our observations reveal an extraordinary 1‐million‐fold variability in the affinity of this macrocycle toward a given anion, showcasing the highly dynamic character of electrostatic interactions. We argue that these findings bring to the forefront the inherent determinism that underlies the estimation of affinity constants, a factor profoundly shaped by both the sensitivity of the instrumental technique in use and the intricacies of the experimental design itself. In terms of applications, these results may provide the opportunity to optimize the operational concentrations of multicharged hosts in different scenarios, aiming to achieve their maximum efficiency based on the intended application. Unlocking the potential of this hidden variability may pave the way for the creation of novel molecular materials with advanced functionalities.

Funder

Ministerio de Ciencia e Innovación

Xunta de Galicia

Publisher

Wiley

Subject

General Medicine

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