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This article describes a synthetic approach to a new structurally diverse family of π-expanded diketopyrrolopyrroles (DPPs). These red-emissive dyes, based on a previously unknown skeleton, can be easily synthesized via a three-step strategy involving the preparation of diketopyrrolopyrrole followed by N-arylation and subsequent intramolecular palladium-catalyzed direct arylation. A careful selection of the aryl substituents on DPP gives access to a π-extended DPP derivative with intense fluorescence reaching 750 nm. The fact that NO2 gr
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