Oxygen-Fueled Iterative Hydride Transfer Driven by a Rigid Planar Architecture.
Chem Pharm Bull (Tokyo)
; 70(9): 595-598, 2022.
Article
en En
| MEDLINE
| ID: mdl-36047229
ABSTRACT
An iterative hydride reduction/oxidation process was promoted under ambient conditions by a quasi-planar iminium cation rigidified by two concatenated quinoline units. The iminium proton was fixed by hydrogen bonding from neighboring quinoline nitrogen atoms, rendering the imine highly susceptible to hydride reduction with weak reductants, e.g., 1,4-dihydropyridines. The thus-formed amine was readily oxidized by molecular oxygen to regenerate the quasi-planar iminium cation under ambient conditions. This process was exploited for catalytic oxidation of 1,4-dihydropyridines as well as 9,10-dihydroacridine to highlight an intriguing rigidity-driven catalysis.
Palabras clave
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Quinolinas
/
Dihidropiridinas
Idioma:
En
Revista:
Chem Pharm Bull (Tokyo)
Año:
2022
Tipo del documento:
Article