This study shows that calixarene p-bromodienone derivatives can act as precursors for the formation of oxenium cations, which can be trapped with enamine C-nucleophiles. When calixarene p-bromodienones were treated with enamines, in the presence of AgClO4, the lower rim-substituted C-O-C products were obtained by an electrophilic attack of the intermediate calixarene-oxenium cation with a contemporary cone-to-partial-cone inversion of the involved aromatic ring.
Exploiting the p-Bromodienone Route for the Formation and Trapping of Calixarene Oxenium Cations with Enamine Nucleophiles
SORIENTE, Annunziata
Conceptualization
;De Rosa MargheritaMembro del Collaboration Group
;LA MANNA, PELLEGRINOMembro del Collaboration Group
;TALOTTA, CarmenMembro del Collaboration Group
;Gaeta CarmineConceptualization
;SPINELLA, AldoMembro del Collaboration Group
;NERI, PlacidoSupervision
2018-01-01
Abstract
This study shows that calixarene p-bromodienone derivatives can act as precursors for the formation of oxenium cations, which can be trapped with enamine C-nucleophiles. When calixarene p-bromodienones were treated with enamines, in the presence of AgClO4, the lower rim-substituted C-O-C products were obtained by an electrophilic attack of the intermediate calixarene-oxenium cation with a contemporary cone-to-partial-cone inversion of the involved aromatic ring.File in questo prodotto:
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