Exploring the pH-dependent kinetics, thermodynamics and photochemistry of a flavylium-based pseudorotaxane

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Abstract

Flavylium-based molecular switches are attractive molecular components to devise stimuli-responsive host-guest systems such as rotaxanes and pseudorotaxanes. These compounds display a pH-dependent reaction network of several species that reversibly interconvert within different time scales. Therefore, to explore and take profit of exceptional stimuli-responsive properties of these systems, detailed kinetic and thermodynamic characterizations are often required. In this work, we present the results of such characterization for a new flavylium compound decorated with a trimethylalkylammonium substituent designed to form a pseudorotaxane with cucurbit[7]uril (CB7). The formation of the pseudorotaxane was characterized in detail, and the thermodynamic and kinetic aspects of the flavylium interconversion reactions in the assembly were investigated and compared with the free molecular switch.

Original languageEnglish
JournalPure and Applied Chemistry
DOIs
Publication statusE-pub ahead of print - 13 Aug 2021

Keywords

  • Flavylium salts; molecular machines
  • NICE 2020
  • photochemistry
  • supramolecular chemistry

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