A Stable Hexaazaoctacene Cruciform σ‐Dimer

Buchwald‐Hartwig coupling of a triisopropylsilyl (TIPS)‐ethynylated dibromo‐N,N'‐dihydrotetraazapentacene with 1,4‐bis(TIPS‐ethynyl)‐2,3‐diaminonaphthalene furnishes a dihydrohexaazaoctacene. Its oxidation with MnO(2) results in a 7,7'‐bi(hexaazaoctacenyl). In addition to eight TIPS‐ethyny...

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Autores principales: Maier, Steffen, Jester, Fabian, Hoffmann, Marvin T., Rominger, Frank, Freudenberg, Jan, Dreuw, Andreas, Bunz, Uwe H. F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9507379/
https://www.ncbi.nlm.nih.gov/pubmed/35896771
http://dx.doi.org/10.1002/advs.202202710
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author Maier, Steffen
Jester, Fabian
Hoffmann, Marvin T.
Rominger, Frank
Freudenberg, Jan
Dreuw, Andreas
Bunz, Uwe H. F.
author_facet Maier, Steffen
Jester, Fabian
Hoffmann, Marvin T.
Rominger, Frank
Freudenberg, Jan
Dreuw, Andreas
Bunz, Uwe H. F.
author_sort Maier, Steffen
collection PubMed
description Buchwald‐Hartwig coupling of a triisopropylsilyl (TIPS)‐ethynylated dibromo‐N,N'‐dihydrotetraazapentacene with 1,4‐bis(TIPS‐ethynyl)‐2,3‐diaminonaphthalene furnishes a dihydrohexaazaoctacene. Its oxidation with MnO(2) results in a 7,7'‐bi(hexaazaoctacenyl). In addition to eight TIPS‐ethynyl groups, the bioctacene motif protects the azaoctacene subunits. The biazaoctacenyl displays a τ (1/2) of > 5 d in dilute solution under ambient conditions. In the crystalline state it is persistent for > 10 months.
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spelling pubmed-95073792022-09-30 A Stable Hexaazaoctacene Cruciform σ‐Dimer Maier, Steffen Jester, Fabian Hoffmann, Marvin T. Rominger, Frank Freudenberg, Jan Dreuw, Andreas Bunz, Uwe H. F. Adv Sci (Weinh) Research Articles Buchwald‐Hartwig coupling of a triisopropylsilyl (TIPS)‐ethynylated dibromo‐N,N'‐dihydrotetraazapentacene with 1,4‐bis(TIPS‐ethynyl)‐2,3‐diaminonaphthalene furnishes a dihydrohexaazaoctacene. Its oxidation with MnO(2) results in a 7,7'‐bi(hexaazaoctacenyl). In addition to eight TIPS‐ethynyl groups, the bioctacene motif protects the azaoctacene subunits. The biazaoctacenyl displays a τ (1/2) of > 5 d in dilute solution under ambient conditions. In the crystalline state it is persistent for > 10 months. John Wiley and Sons Inc. 2022-07-27 /pmc/articles/PMC9507379/ /pubmed/35896771 http://dx.doi.org/10.1002/advs.202202710 Text en © 2022 The Authors. Advanced Science published by Wiley‐VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Maier, Steffen
Jester, Fabian
Hoffmann, Marvin T.
Rominger, Frank
Freudenberg, Jan
Dreuw, Andreas
Bunz, Uwe H. F.
A Stable Hexaazaoctacene Cruciform σ‐Dimer
title A Stable Hexaazaoctacene Cruciform σ‐Dimer
title_full A Stable Hexaazaoctacene Cruciform σ‐Dimer
title_fullStr A Stable Hexaazaoctacene Cruciform σ‐Dimer
title_full_unstemmed A Stable Hexaazaoctacene Cruciform σ‐Dimer
title_short A Stable Hexaazaoctacene Cruciform σ‐Dimer
title_sort stable hexaazaoctacene cruciform σ‐dimer
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9507379/
https://www.ncbi.nlm.nih.gov/pubmed/35896771
http://dx.doi.org/10.1002/advs.202202710
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