Studies were made on the polymorphism of p-tert-butylcalix[4]arene derivati
ves having amino acid groups on the lower rim to stabilize their hydrophili
c pseudocavity by circular intramolecular hydrogen bonding. The calixarenes
exhibit a polymorphic transformation upon heating in the solid state. This
transformation is controlled by the thermal history of solids, accompanyin
g the change on the conformation of the calixarene skeleton and also the ch
ange of hydrogen bonding in the hydrophilic pseudocavity.