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Updated: Aug 22, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Oxygenation of calixarene phenol rings
Carmine Gaeta1, Francesco Troisi, Marco Martino
1Dipartimento di Chimica, Università di Salerno, Via S. Allende 43, I-84081 Baronissi (Salerno), Italy.
Abstract:
[structure: see text] The first examples of epoxy-p-quinol and diepoxy-p-quinol calixarene derivatives have been obtained by base-promoted direct addition of O(2)(oxygenation) to calixarene phenol rings. The regio- and stereochemistry of these derivatives was determined by 2D NMR studies, in conjunction with MM3 calculations, and X-ray crystallography. Both the oxygenation and the subsequent carbonyl reduction occur with a preferential attack to the less hindered exo face of the calixarene rings.
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