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Updated: Feb 15, 2026

The Preparation of Electrohydrodynamic Bridges from Polar Dielectric Liquids
Published on: September 30, 2014
Unexpected cleavage of upper rim-bridged calix[4]arenes leading to linear oligophenolic derivatives
P Slavík1, H Dvořáková, M Krupička
1Department of Organic Chemistry, University of Chemistry and Technology, Prague (UCTP), Technicka 5, 166 28 Prague 6, Czech Republic. lhotakp@vscht.cz.
Abstract:
Regioselective meta-mercuration followed by Pd-catalysed intramolecular bridging gave birth to a novel type of calixarene bearing a single bond bridge between the meta positions of the neighboring aromatic subunits. These bridged derivatives possess extremely distorted cavities that imply possible amended properties over common calix[4]arenes. This new type of calixarene reactivity can be documented by acid-/electrophile-mediated cleavage of the basic macrocyclic skeleton leading to open oligomeric structures-the behavior of which has never been observed before in classic calix[4]arenes bearing alkoxy groups on the lower rim.
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