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Switching of Redox Properties Triggered by Thermal Equilibrium between Closed shell Folded and Open shell Twisted Species

Abstract
Thermally switchable redox properties have been reported to be due to a change in the spin state of newly designed overcrowded ethylenes, which can adopt closed‐shell folded and open‐shell twisted forms. In this study, tetrathienylanthraquinodimethane derivatives were designed to be in thermal equilibrium between a more stable folded form and less stable but more donating twisted diradical in solution, so that the oxidation potential can be controlled by heating/cooling. This is the first example of a switching of redox properties based on a thermally equilibrated twisted diradical, which can be more readily oxidized to the twisted dication.

 

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Original article:
Ishigaki Y., et al., Switching of Redox Properties Triggered by Thermal Equilibrium between Closed shell Folded and Open shell Twisted Species. Angewandte Chemie International Edition, February 20, 2020.
DOI: 10.1002/anie.201916089