Meso-functional calix[4]pyrrole: a solution phase study of anion directed self-assembly

The 5,10,10,15,15,20,20-heptamethyl-5(4'-phenylcarboxylate) calix[4]pyrrole allocates dimer formation in solution. The pattern of dimeric self-assembly was recognized by a combination of H-1 NMR and mass spectrometry. The addition of F- perturbed this assembly pattern, owing to the selective formation of calixpyrrole-F- complex. Moreover, the spectroscopic findings revealed that calixpyrrole-F- complex further chelates to the pyrrolic core of other OMCP through carboxylate hook, serving as a secondary binding site.