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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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Detalles Bibliográficos
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:
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
Descripción
Sumario: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.