A cylindrical cavity with two different hydrogen-binding boundaries: the calix[4]arene skeleton screwed onto the meso-positions of the calix[4]pyrrole†

Abstract
The acid-catalyzed condensation of pyrrole with p- or m-hydroxyacetophenone led to the formation of meso-tetramethyltetrakis(hydroxyphenyl)calix[4]pyrroles occurring in three isomeric forms, with the cone conformer displaying topologically variable multi-site or multi-point surfaces for binding neutral or anionic substrates.

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