Oxyfunctionalization of Calixarene Quinone Rings
datasetposted on 03.04.2008, 00:00 by Francesco Troisi, Lucia Citro, Carmine Gaeta, Enrico Gavuzzo, Placido Neri
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.
Read the peer-reviewed publication
ciMM 3 calculationsdiepoxyconjunctionCalixarene Quinone RingscalixquinoneCarbonyl reductiondione moietiescrystallographystereochemistryquinone ringsregioderivativecalixcyclitols familyepoxidationbutylated calixarene walls2 D NMR studiesOxyfunctionalizationintroductioncalixinositoldianhydroinositol moietiestertoxygenated functionalities