Self‐Assembled Bis‐Acridinium Tweezer Equilibria Controlled by Multi‐Responsive Properties

Author:

Hu Johnny1ORCID,Launay Jean‐Pierre2ORCID,Chaumont Alain3ORCID,Heitz Valérie1ORCID,Jacquot de Rouville Henri‐Pierre1ORCID

Affiliation:

1. LSAMM Institut de Chimie de Strasbourg CNRS UMR 7177, Université de Strasbourg 4, rue Blaise Pascal 67000 Strasbourg France

2. CEMES-CNRS Université de Toulouse 29 rue Jeanne Marvig 31055 Toulouse France

3. Chimie de la Matière Complexe CNRS UMR 7140, Université de Strasbourg 4, rue Blaise Pascal 67000 Strasbourg France

Abstract

AbstractProtonated and methylated bis‐acridinium tweezers built around a 2,6‐diphenylpyridyl and an electron enriched 2,6‐di(p‐anisyl)pyridyl spacer have been synthesized. These tweezers can self‐assemble in their corresponding homodimers and the associated thermodynamic parameters have been probed in organic solvents. The switching properties of the tweezers have been exploited in biphasic transfer experiments showing the shift of the equilibria towards the homodimers. Moreover, the thermodynamic parameters of the formation of the reduced methylated homodimers investigated by electrochemical experiments revealed the dissociation of the dimers. Thus, in addition to solvent and temperature, the pH and redox responsiveness of the acridinium units of the tweezers make it possible to modulate to a larger extent the monomer‐dimer equilibria.

Funder

Agence Nationale pour le Développement de la Recherche en Santé

Publisher

Wiley

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