ArticleChemical science2023
Multiple stable redox states and tunable ground states
Article in Chemical science, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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2 citing papers in PubMed.
- Asymmetric Chichibabin diradicaloids: synthesisChemical science · 2026Article
- Variation from closed-shell to open shell electronic structures in oligothiophene bis(dioxolene) complexes.Chemical science · 2023Article
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5 authors.
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Abstract
Chichibabin's hydrocarbon and viologens are among the most famous diradicaloids and organic redox systems, respectively. However, each has its own disadvantages: the instability of the former and its charged species, and the closed-shell nature of the neutral species derived from the latter, respectively. Herein, we report that terminal borylation and central distortion of 4,4'-bipyridine allow us to readily isolate the first bis-BN-based analogues (1 and 2) of Chichibabin's hydrocarbon with three stable redox states and tunable ground states. Electrochemically, both compounds exhibit two reversible oxidation processes with wide redox ranges. One- and two-electron chemical oxidations of 1 afford the crystalline radical cation 1˙
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