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:
Communications
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
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author Xie, Gaozhan
Brosius, Victor
Han, Jie
Rominger, Frank
Dreuw, Andreas
Freudenberg, Jan
Bunz, Uwe H. F.
author_facet Xie, Gaozhan
Brosius, Victor
Han, Jie
Rominger, Frank
Dreuw, Andreas
Freudenberg, Jan
Bunz, Uwe H. F.
author_sort Xie, Gaozhan
collection PubMed
description 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.
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spelling pubmed-69730342020-01-27 Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes Xie, Gaozhan Brosius, Victor Han, Jie Rominger, Frank Dreuw, Andreas Freudenberg, Jan Bunz, Uwe H. F. Chemistry Communications 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. John Wiley and Sons Inc. 2019-12-16 2020-01-02 /pmc/articles/PMC6973034/ /pubmed/31538683 http://dx.doi.org/10.1002/chem.201904308 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Xie, Gaozhan
Brosius, Victor
Han, Jie
Rominger, Frank
Dreuw, Andreas
Freudenberg, Jan
Bunz, Uwe H. F.
Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes
title Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes
title_full Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes
title_fullStr Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes
title_full_unstemmed Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes
title_short Stable Radical Cations of N,N′‐Diarylated Dihydrodiazapentacenes
title_sort stable radical cations of n,n′‐diarylated dihydrodiazapentacenes
topic Communications
url 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
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