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Reversible pH‐Controlled Catenation of a Benzobisimidazole‐Based Tetranuclear Rectangle

Maksym Dekhtiarenko, Simon Pascal, Mourad Elhabiri, Valérie Mazan, David Canevet, Magali Allain, Vincent Carré, Frédéric Aubriet, Zoia Voïtenko, Marc Sallé, Olivier Siri, Sébastien Goeb

2021Chemistry - A European Journal15 citationsDOIOpen Access PDF

Abstract

The development of methodologies to control on demand and reversibly supramolecular transformations from self-assembled metalla-structures requires the rational design of architectures able to answer to an applied stimulus. While solvent or concentration changes, light exposure or addition of a chemical have been largely explored to provide these transformations, the case of pH sensitive materials is less described. Herein, we report the first example of a pH-triggered dissociation of a coordination-driven self-assembled interlocked molecular link. It incorporates a pH sensitive benzobisimidazole-based ligand that can be selectively protonated on its bisimidazole moieties. This generates intermolecular electrostatic repulsions that reduces drastically the stability of the interlocked structure, leading to its dissociation without any sign of protonation of the pyridine moieties involved in the coordination bonds. Importantly, the dissociation process is reversible through addition of a base.

Topics & Concepts

ProtonationSupramolecular chemistryDissociation (chemistry)CatenationChemistryIntermolecular forcePyridineSolventCombinatorial chemistryMoleculeIonOrganic chemistryBiochemistryDNASupramolecular Chemistry and ComplexesSupramolecular Self-Assembly in MaterialsCrystallography and molecular interactions
Reversible pH‐Controlled Catenation of a Benzobisimidazole‐Based Tetranuclear Rectangle | Litcius