Stable dicationic dioxoliums and fate of their dioxolyl radicals

Stable dicationic dioxolium salts featuring an ancillary vinamidinium pattern were synthesized and characterized. Although highly reactive{,} they were found otherwise easy to handle under inert atmosphere. This offered the opportunity to generate and study the fate of unknown 1{,}3-dioxolyl radicals. Depending on substituents{,} reduction led to the formation of dimers of either dioxolyl or cyclohexadienyl radicals{,} stemming from a process that is related to the Surzur-Tanner rearrangement. The cyclohexadienyl radical could be characterized in the case of a tri(tert-butyl)phenyl group{,} which prevents dimerization processes.

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Titre
Stable dicationic dioxoliums and fate of their dioxolyl radicals
Type de publication
Article de revue
Année de publication
2019
Revue
Org. Chem. Front.
Pagination
-
Soumis le 21 mars 2019