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Extension of Pyrrolopyrrole π‑System: Approach to Constructing Hexacyclic Nitrogen-Containing Aromatic Systems

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Figshare2016-02-12 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Extension_of_Pyrrolopyrrole_System_Approach_to_Constructing_Hexacyclic_Nitrogen_Containing_Aromatic_Systems/2097700
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A facile three-step approach to synthesizing quinoline-fused pyrrolopyrroles is reported. The crucial step in this synthesis is the condensation of 2-aminophenyl substituted pyrrolopyrroles with aromatic aldehydes. The resulting hexacyclic ladder-type dyes strongly absorb UV radiation and exhibit fluorescence at 450–510 nm. The presence of pyridine-type and pyrrole-type nitrogen atoms is important for the electronic properties of this almost planar heterocycle. These heteroatoms, along with the addition of moderate electron-withdrawing and electron-accepting substituents, provide a means for fine-tuning of the emission characteristics of the polycyclic conjugates.
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2016-02-12
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