ArticleChemical science2026
Redox-protonation landscape of indene-annulated perylenes: chemodivergent switching of multistate NIR chromophores.
Article in Chemical science, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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7 authors.
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Abstract
Indene-annulated perylenes merge cyclopentadiene-like benzylic acidity with the multielectron redox chemistry of rylene carbonyl scaffolds, creating discrete redox-protonation ("Pourbaix") spaces in which electron transfer and acid-base processes become intrinsically coupled. Here we map the accessible states of doubly and singly pentannulated perylenediimides and perylene tetraesters using absorption/emission spectroscopy, electrochemistry and spectroelectrochemistry, and DFT analysis. Voltammograms of all derivatives show two quasi-reversible, largely core-centered reductions, yet the pentannulated tetraesters uniquely undergo electrochemically induced γ-deprotonation prior to core reduction, consistent with electrogenerated-base chemistry. Chemical stimulation reveals pronounced chemodivergence: potassium
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