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- W4248504704 abstract "Abstract Nitrogen‐containing polycyclic aromatic compounds (N‐PACs) are an important class of compounds in materials science. Reported here is a new aza‐annulative π‐extension (aza‐APEX) reaction that allows rapid access to a range of N‐PACs in 11–84 % yields from readily available unfunctionalized aromatics and imidoyl chlorides. In the presence of silver hexafluorophosphate, arenes and imidoyl chlorides couple in a regioselective fashion. The follow‐up oxidative treatment with p ‐chloranil affords structurally diverse N‐PACs, which are very difficult to synthesize. DFT calculations reveal that the aza‐APEX reaction proceeds through the formal [4+2] cycloaddition of an arene and an in situ generated diarylnitrilium salt, with sequential aromatizations having relatively low activation energies. Transformation of N‐PACs into nitrogen‐doped nanographenes and their photophysical properties are also described." @default.
- W4248504704 created "2022-05-12" @default.
- W4248504704 creator A5019622317 @default.
- W4248504704 creator A5033502243 @default.
- W4248504704 creator A5072750469 @default.
- W4248504704 creator A5081568695 @default.
- W4248504704 date "2020-03-02" @default.
- W4248504704 modified "2023-10-12" @default.
- W4248504704 title "Synthesis of Nitrogen‐Containing Polyaromatics by Aza‐Annulative π‐Extension of Unfunctionalized Aromatics" @default.
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