Twisted Push-Pull Alkenes Bearing Geminal Cyclicdiamino and Difluoroaryl Substituents.
J Org Chem
; 86(18): 12683-12692, 2021 Sep 17.
Article
em En
| MEDLINE
| ID: mdl-34473501
ABSTRACT
The systematic combination of N-heterocyclic olefins (NHOs) with fluoroarenes resulted in twisted push-pull alkenes. These alkenes carry electron-donating cyclicdiamino substituents and two electron-withdrawing fluoroaryl substituents in the geminal positions. The synthetic method can be extended to a variety of substituted push-pull alkenes by varying the NHO as well as the fluoroarenes. Solid-state molecular structures of these molecules reveal a notable elongation of the central C-C bond and a twisted geometry in the alkene motif. Absorption properties were investigated with UV-vis spectroscopy. The redox properties of the twisted push-pull alkenes were probed with electrochemistry as well as UV-vis/NIR and EPR spectroelectrochemistry, while the electronic structures were computationally evaluated and validated.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2021
Tipo de documento:
Article