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Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes

A series of quinoidal N,N′‐diaryldiaza‐N,N′‐dihydropentacenes (Quino) was prepared in a two‐step reaction, starting from quinacridone. Oxidation of Quino furnishes stable radical cations, isoelectronic to the radical anions of the azaacenes, whereas the dicationic species are isoelectronic to neutra...

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Detalles Bibliográficos
Autores principales: Xie, Gaozhan, Brosius, Victor, Han, Jie, Rominger, Frank, Dreuw, Andreas, Freudenberg, Jan, Bunz, Uwe H. F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6973034/
https://www.ncbi.nlm.nih.gov/pubmed/31538683
http://dx.doi.org/10.1002/chem.201904308
Descripción
Sumario:A series of quinoidal N,N′‐diaryldiaza‐N,N′‐dihydropentacenes (Quino) was prepared in a two‐step reaction, starting from quinacridone. Oxidation of Quino furnishes stable radical cations, isoelectronic to the radical anions of the azaacenes, whereas the dicationic species are isoelectronic to neutral azapentacenes. The spectroscopic properties of the diaryldiazapentacenes and their oxidized mono‐ and dications are equivalent to that of the dianion of tetraazapentacene (TAP), its radical anion and the neutral TAP.