Oxyfunctionalization of calixarene quinone rings.
The epoxidation of quinone rings of calixquinones represents a valid route for the introduction of oxygenated functionalities into the de-tert-butylated calixarene walls originating cis-diepoxy-p-dione moieties. Carbonyl reduction of these systems leads to hybrid calixarenes containing dianhydroinositol moieties (calixinositols) belonging to the calixcyclitols family. The regio- and stereochemistry of these derivatives was determined by 2D NMR studies, in conjunction with MM3 calculations and X-ray crystallography.
Troisi
Francesco
F
Dipartimento di Chimica, Università di Salerno, Via Ponte don Melillo, I-84084 Fisciano (Salerno), Italy.
Citro
Lucia
L
Gaeta
Carmine
C
Gavuzzo
Enrico
E
Neri
Placido
P