Azulene-Fused Acenes.
Acene
Aromaticity
Azulene
Polycyclic Hydrocarbon
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
02 Nov 2022
02 Nov 2022
Historique:
received:
24
06
2022
pubmed:
14
7
2022
medline:
14
7
2022
entrez:
13
7
2022
Statut:
ppublish
Résumé
Non-alternant non-benzenoid π-conjugated polycyclic hydrocarbons (PHs) are expected to exhibit very different electronic properties from the all-benzenoid PHs. Herein, we report the synthesis and physical properties of three azulene-fused acene molecules (1, 2 and 3), which are isoelectronic to the pentacene, hexacene and heptacene, respectively. X-ray crystallographic analysis, NMR spectra, and theoretical calculations reveal a localised aromatic backbone comprising all the six- and five-membered rings while the seven-membered ring remains non-aromatic. They display properties of both azulene and acenes and are much more stable than the respective acenes. The dications of 1, 2 and 3 were formed by chemical oxidation. Notably, 3
Identifiants
pubmed: 35822738
doi: 10.1002/anie.202209286
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202209286Subventions
Organisme : Ministry of Education, Singapore
ID : R-143-000-B62-114 and MOE-MOET2EP10120-0006
Informations de copyright
© 2022 Wiley-VCH GmbH.
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