Highly Contorted Rigid Nitrogen-Rich Nanographene with Four Heptagons.
Org Lett
; 26(25): 5227-5231, 2024 Jun 28.
Article
de En
| MEDLINE
| ID: mdl-38536955
ABSTRACT
Nucleophilic substitution of 9,10-dichlorooctafluoroanthracene with 3,4-diethylpyrrole and subsequent Scholl reaction give the annularly fused decapyrrollyl anthracene. Single crystal X-ray analysis revealed a highly contorted geometry induced by a combination of adjacent heptagons, forming a unique 7-7-6-7-7 topology. The end-to-end twist angle along the acene moiety is 90°. Cyclic voltammetry studies reveal 6-electron oxidation waves. Density functional theory calculations provided further insights into the aromaticity and electronic properties of this highly twisted, nitrogen-rich nanographene. The structural rigidity and high racemization energy barrier have been studied theoretically and experimentally by VT-NMR.
Texte intégral:
1
Collection:
01-internacional
Base de données:
MEDLINE
Langue:
En
Journal:
Org Lett
/
Org. lett
/
Organic letters
Sujet du journal:
BIOQUIMICA
Année:
2024
Type de document:
Article
Pays d'affiliation:
États-Unis d'Amérique
Pays de publication:
États-Unis d'Amérique