Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations

Three stable N,N’‐diarylated dihydroazaacene radical cations were prepared by oxidation of neutral N,N’‐diarylated dihydroazaacenes synthesized via palladium‐catalyzed Buchwald‐Hartwig aminations of aryl iodides with N,N’‐dihydroazaacenes. Both neutral as well as oxidized species were investigated v...

Descripción completa

Detalles Bibliográficos
Autores principales: Xie, Gaozhan, Bojanowski, N. Maximilian, Brosius, Victor, Wiesner, Thomas, Rominger, Frank, Freudenberg, Jan, Bunz, Uwe H. F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898594/
https://www.ncbi.nlm.nih.gov/pubmed/33226146
http://dx.doi.org/10.1002/chem.202004548
_version_ 1783653894299058176
author Xie, Gaozhan
Bojanowski, N. Maximilian
Brosius, Victor
Wiesner, Thomas
Rominger, Frank
Freudenberg, Jan
Bunz, Uwe H. F.
author_facet Xie, Gaozhan
Bojanowski, N. Maximilian
Brosius, Victor
Wiesner, Thomas
Rominger, Frank
Freudenberg, Jan
Bunz, Uwe H. F.
author_sort Xie, Gaozhan
collection PubMed
description Three stable N,N’‐diarylated dihydroazaacene radical cations were prepared by oxidation of neutral N,N’‐diarylated dihydroazaacenes synthesized via palladium‐catalyzed Buchwald‐Hartwig aminations of aryl iodides with N,N’‐dihydroazaacenes. Both neutral as well as oxidized species were investigated via UV‐vis spectroscopy, single crystal analysis, and DFT calculations. All the radical cations are surprisingly stable—their absorption spectra in dichloromethane remain unchanged in ambient conditions for at least 24 hours.
format Online
Article
Text
id pubmed-7898594
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-78985942021-03-03 Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations Xie, Gaozhan Bojanowski, N. Maximilian Brosius, Victor Wiesner, Thomas Rominger, Frank Freudenberg, Jan Bunz, Uwe H. F. Chemistry Communications Three stable N,N’‐diarylated dihydroazaacene radical cations were prepared by oxidation of neutral N,N’‐diarylated dihydroazaacenes synthesized via palladium‐catalyzed Buchwald‐Hartwig aminations of aryl iodides with N,N’‐dihydroazaacenes. Both neutral as well as oxidized species were investigated via UV‐vis spectroscopy, single crystal analysis, and DFT calculations. All the radical cations are surprisingly stable—their absorption spectra in dichloromethane remain unchanged in ambient conditions for at least 24 hours. John Wiley and Sons Inc. 2020-12-30 2021-01-26 /pmc/articles/PMC7898594/ /pubmed/33226146 http://dx.doi.org/10.1002/chem.202004548 Text en © 2020 The Authors. Published by Wiley-VCH GmbH 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
Bojanowski, N. Maximilian
Brosius, Victor
Wiesner, Thomas
Rominger, Frank
Freudenberg, Jan
Bunz, Uwe H. F.
Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations
title Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations
title_full Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations
title_fullStr Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations
title_full_unstemmed Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations
title_short Stable N,N’‐Diarylated Dihydrodiazaacene Radical Cations
title_sort stable n,n’‐diarylated dihydrodiazaacene radical cations
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898594/
https://www.ncbi.nlm.nih.gov/pubmed/33226146
http://dx.doi.org/10.1002/chem.202004548
work_keys_str_mv AT xiegaozhan stablenndiarylateddihydrodiazaaceneradicalcations
AT bojanowskinmaximilian stablenndiarylateddihydrodiazaaceneradicalcations
AT brosiusvictor stablenndiarylateddihydrodiazaaceneradicalcations
AT wiesnerthomas stablenndiarylateddihydrodiazaaceneradicalcations
AT romingerfrank stablenndiarylateddihydrodiazaaceneradicalcations
AT freudenbergjan stablenndiarylateddihydrodiazaaceneradicalcations
AT bunzuwehf stablenndiarylateddihydrodiazaaceneradicalcations

Ejemplares similares