Synthesis and Properties of Novel Alkyl-Substituted Hexaazacyclophanes and Their Diradical Dications.
Molecules
; 29(4)2024 Feb 08.
Article
en En
| MEDLINE
| ID: mdl-38398541
ABSTRACT
Radicals based on arylamine cyclophanes can be used as functional materials and show application potential in fields such as synthetic chemistry, molecular electronic components, organic light-emitting diodes, and catalytic chemistry. Using a Buchwald-Hartwig palladium-catalyzed aryl halide amination method, we synthesized a series of neutral hexaazacyclophane compounds 1-3 with different substituents in the meta-meta-meta positions of the phenyl rings. Three characteristic high-spin hexaazacyclophane diradical dications were obtained by two-electron oxidation using AgSbF6 12·+â¢2[SbF6]-, 22·+â¢2[SbF6]-, and 32·+â¢2[SbF6]-. The electronic structures and physical properties of these compounds were then investigated by 1H and 13C nuclear magnetic resonance spectroscopy, cyclic voltammetry, electron paramagnetic resonance spectroscopy, superconducting quantum interferometry, ultraviolet-visible spectroscopy, and density functional theory calculations. The findings provide new ideas for designing radical species with novel physical properties and electronic structures. Importantly, the obtained radical species are not sensitive to air, making them valuable functional materials for practical applications.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
Molecules
Asunto de la revista:
BIOLOGIA
Año:
2024
Tipo del documento:
Article
País de afiliación:
China
Pais de publicación:
Suiza