Synthesis reveals how extended aromatic frameworks affect radical and cation reactivity, indicating design pathways for nanographenes.
Neutral organic radicals have attracted interest for their stability and redox activity. We synthesized π-extended triarylmethanol (1-OH) with three HBC units, which undergoes SnCl2-mediated radical transformation into nanographenes. Protonation with trifluoroacetic acid forms a carbocation (1+) that rapidly reverts to 1-OH in air, reflecting the destabilizing effect of π extension. These findings reveal how extended aromatic frameworks influence radical and cation stability, offering guidance for the design of 3D nanographene-based materials.
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Sun et al. (2025) studied this question.
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