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Carbon-based Biradicals: Structural and Magnetic Switching. | LitMetric

Carbon-based Biradicals: Structural and Magnetic Switching.

Chem Rev

Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.

Published: December 2023

AI Article Synopsis

  • Sterically hindered C═C double bonds can take on bent or twisted shapes, allowing for multiple interconvertible conformations like folded or twisted forms.
  • Recent developments have showcased these strained π-electron systems and highlighted the factors influencing their interconversion and magnetic switching behavior.
  • The energy barrier for changing between these conformations is impacted by bulky substituents and tricyclic structures, while stability of a biradical form increases with extra 9,10-anthrylene units in the C═C double bonds.

Article Abstract

Sterically hindered C═C double bonds often deform into a bent or twisted geometry. Thus, many overcrowded ethylenes or anthraquinodimethanes can adopt multiple conformations, such as a folded form or a twisted form, which are interconvertible under the application of external stimuli. A perpendicular form with biradical character can also be adopted when designed to incorporate a stable carbon-based radical unit, which is involved in stimuli-responsive magnetic switching accompanied by a structural change. This review focuses on recent advances in the development of such strained π-electron systems and reveals the factors that affect the mutual interconversion and switching behavior. The energy barrier for the interconversion of conformational isomers is affected by the tricyclic skeleton or bulky substituents on the C═C double bonds, whereas the relative stability of the perpendicular biradical form increases with the additional insertion of 9,10-anthrylene units into the C═C double bonds.

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Source
http://dx.doi.org/10.1021/acs.chemrev.3c00376DOI Listing

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