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Two different mechanisms of stabilization of regular pi-stacks of radicals in switchable dithiazolyl-based materials

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Materials based on regular π-stacks of planar organic radicals are intensively pursued by virtue of their technologically relevant properties. Yet, these π-stacks are commonly unstable against π-dimerization. In this computational study, we reveal that regular π-stacks of planar dithiazolyl radicals can be rendered stable, in some range of temperatures, via two different mechanisms. When the radicals of a π-stack are both longitudinally and latitudinally slipped with respect to each other, the corresponding regular π-stacked configuration is associated with a locally stable minimum in the potential energy surface of the system. Conversely, those regular π-stacks in which radicals are latitudinally slipped with respect to each other are stable as a result of a dynamic interconversion between two degenerate dimerized configurations. The existence of two stabilization mechanisms, which can be traced back to the bonding properties of isolated π-dimers, translates into two different ways of exploiting spin-Peierls-like transitions in switchable dithiazolyl-based materials.

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FRANCESE, Tommaso, et al. Two different mechanisms of stabilization of regular pi-stacks of radicals in switchable dithiazolyl-based materials. Journal of Materials Chemistry C. 2020. Vol. 8, num. 16, pags. 5437-5448. ISSN 2050-7526. [consulted: 18 of June of 2026]. Available at: https://hdl.handle.net/2445/175839

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