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A new water-soluble cavitand was synthesized which showed isomeric conformations in different solvents. The cavitand displayed multiple conformations – vase, kite, velcrand and intermediate shapes – in CD3OD. The binding properties with hydrophobic (cycloalkanes) and amphiphilic (cycloalkyl carboxylic acids) guests in D2O indicated a deep aromatic pocket.

Graphical abstract: A new water-soluble cavitand with deeper guest binding properties

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