Synthesis and Properties of NitroHPHAC: The First Example of Substitution Reaction on HPHAC.
ICT character
SNAr substitution
aromaticity
hexapyrrolohexaazacoronene
nitration
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
27 May 2020
27 May 2020
Historique:
received:
04
04
2020
revised:
23
05
2020
accepted:
24
05
2020
entrez:
31
5
2020
pubmed:
31
5
2020
medline:
2
3
2021
Statut:
epublish
Résumé
Hexapyrrolohexaazacoronene (HPHAC) is one of the N-containing polycyclic aromatic hydrocarbons in which six pyrroles are fused circularly around a benzene. Despite the recent development of HPHAC analogues, there is no report on direct introduction of functional groups into the HPHAC skeleton. This work reports the first example of nitration reaction of decaethylHPHAC. The structures of nitrodecaethylHPHAC including neutral and two oxidized species (radical cation and dication), intramolecular charge transfer (ICT) character, and global aromaticity of the dication are discussed.
Identifiants
pubmed: 32471200
pii: molecules25112486
doi: 10.3390/molecules25112486
pmc: PMC7321187
pii:
doi:
Substances chimiques
Cations
0
Polycyclic Aromatic Hydrocarbons
0
Benzene
J64922108F
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : Japan Society for the Promotion of Science
ID : JP16K05698, JP19K05422
Déclaration de conflit d'intérêts
The authors declare no conflict of interest.
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