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Bottom‐Up Preparation of Twisted Graphene Nanoribbons via Cu‐Catalyzed Deoxygenative Coupling

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Graphene nanoribbons (GNRs) are promising in organic optoelectronic materials, and their properties largely depend on the size, edge, and conformation. Herein, the fully armchair-edged GNRs (AGNRs) with lengths up to 2.65 nm were conveniently synthesized from hexabutoxytriphenylene, where a Cu-catalyzed deoxygenative coupling was disclosed and served as a key step. The resulting AGNRs ( 2HBT , 3HBT , and 4HBT ) possess highly twisted π-scaffolds, and the torsion angles between the adjacent triphenylene moieties are larger than 32 o as proved by crystallographic analyses. Theoretical and spectroscopic studies manifest that butoxyls endow AGNRs with an electron-rich feature, the extension of the π-system from 2HBT to 4HBT reinforces S 0 → S 1 excitation, and the distortion of π-scaffold enhances fluorescence quantum yield ( Ф F ). Particularly, 4HBT has the lowest oxidation potential ( E ox 1 = 0.55 V vs. SCE) and displays red fluorescence with Ф F of 81%.

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