Geminal hyperconjugation can play an important role in heavy-atom tunnelling reactions that involve three-membered rings. We demonstrate this relationship in a case study of the equilibrium between ox...

The photochemistry of heteroaromatic compounds depends on the character of their lowest electronically excited states, which are of either n,π* or π,π* type. For species with 4n + 2 π-electrons, the l...

Open-shell organic radicals exhibit exceptional photophysical properties due to their unique electronic structures. Herein, we report the 2,5,8-tribromophenalenyl radical (Br-PLY) as a stable, emissive phenalenyl derivative. Br-PLY shows a monomer−π-dimer equilibrium in solution and emits light from its monomeric radical state. Its high air stability (t1/2 ≈ 40 h) and long-lived emission (τ = 252 ns) demonstrate the potential of phenalenyl radicals as promising luminescent materials beyond trityl-based systems.

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Designing molecular crystals for practical applications requires precise control over intermolecular interactions. We report a click-to-stack strategy to enable facile construction and systematic stru...