Atropisomeric Properties of N-Alkyl/Aryl 5H-Dibenz[b,f]azepines.
Chem Pharm Bull (Tokyo)
; 70(8): 573-579, 2022.
Article
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| MEDLINE
| ID: mdl-35908923
ABSTRACT
The atropisomeric properties of N-alkyl and N-aryl 4-substituted 5H-dibenz[b,f]azepines were investigated. The N-alkylation and N-arylation of 4-Cl or 4-Me substituted compounds was performed; however, none of the atropisomers produced were separated by chiral HPLC. Notably, we observed that the rotation of the four axes (ax. 1-4) in the 4-substituted 5H-dibenz[b,f]azepine structure is so rapid that N-alkylation or N-arylation is not sufficient to freeze it at room temperature. Additionally, the X-ray crystal structures of N-aryl compounds 13b and 14a indicated that the N atom in the triphenyl amine moiety in their structures shows sp2-like property.
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1
Banco de datos:
MEDLINE
Asunto principal:
Azepinas
Idioma:
En
Revista:
Chem Pharm Bull (Tokyo)
Año:
2022
Tipo del documento:
Article