Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids

The synthesis of three novel imidazolyl‐substituted sulfur‐containing heteroacenes is reported. These heteroacenes consisting of annelated benzo‐ and naphthothiophenes serve as precursors for the generation of open‐shell quinoid heteroacenes by oxidation with alkaline ferric cyanide. Spectroscopic a...

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Autores principales: Hou, Peng, Peschtrich, Sebastian, Feuerstein, Wolfram, Schoch, Roland, Hohloch, Stephan, Breher, Frank, Paradies, Jan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2023
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10661821/
https://www.ncbi.nlm.nih.gov/pubmed/36703547
http://dx.doi.org/10.1002/open.202300003
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author Hou, Peng
Peschtrich, Sebastian
Feuerstein, Wolfram
Schoch, Roland
Hohloch, Stephan
Breher, Frank
Paradies, Jan
author_facet Hou, Peng
Peschtrich, Sebastian
Feuerstein, Wolfram
Schoch, Roland
Hohloch, Stephan
Breher, Frank
Paradies, Jan
author_sort Hou, Peng
collection PubMed
description The synthesis of three novel imidazolyl‐substituted sulfur‐containing heteroacenes is reported. These heteroacenes consisting of annelated benzo‐ and naphthothiophenes serve as precursors for the generation of open‐shell quinoid heteroacenes by oxidation with alkaline ferric cyanide. Spectroscopic and computational experiments support the formation of reactive open‐shell quinoids, which, however, quickly produce paramagnetic polymeric material.
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spelling pubmed-106618212023-11-01 Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids Hou, Peng Peschtrich, Sebastian Feuerstein, Wolfram Schoch, Roland Hohloch, Stephan Breher, Frank Paradies, Jan ChemistryOpen Research Articles The synthesis of three novel imidazolyl‐substituted sulfur‐containing heteroacenes is reported. These heteroacenes consisting of annelated benzo‐ and naphthothiophenes serve as precursors for the generation of open‐shell quinoid heteroacenes by oxidation with alkaline ferric cyanide. Spectroscopic and computational experiments support the formation of reactive open‐shell quinoids, which, however, quickly produce paramagnetic polymeric material. John Wiley and Sons Inc. 2023-01-26 /pmc/articles/PMC10661821/ /pubmed/36703547 http://dx.doi.org/10.1002/open.202300003 Text en © 2023 The Authors. 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
Hou, Peng
Peschtrich, Sebastian
Feuerstein, Wolfram
Schoch, Roland
Hohloch, Stephan
Breher, Frank
Paradies, Jan
Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids
title Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids
title_full Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids
title_fullStr Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids
title_full_unstemmed Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids
title_short Imidazolyl‐Substituted Benzo‐ and Naphthodithiophenes as Precursors for the Synthesis of Transient Open‐Shell Quinoids
title_sort imidazolyl‐substituted benzo‐ and naphthodithiophenes as precursors for the synthesis of transient open‐shell quinoids
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10661821/
https://www.ncbi.nlm.nih.gov/pubmed/36703547
http://dx.doi.org/10.1002/open.202300003
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