Calix[4]pyrroles with bulky substituents and their anion binding studies

Akar A., Aydoğan A.

TURKISH JOURNAL OF CHEMISTRY, vol.41, no.4, pp.493-507, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 41 Issue: 4
  • Publication Date: 2017
  • Doi Number: 10.3906/kim-1611-43
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.493-507
  • Istanbul Technical University Affiliated: Yes


Calix[4]pyrrole derivatives with bulky substituents at their meso-positions were synthesized via mixed condensation of pyrrole with cyclohexanone and acetophenone derivatives. Anion binding studies, carried out by isothermal titration calorimetry in 1,2-dichloroethane with Cl- and CH3CO2- anions in the form of their tetrabutylammonium salts, revealed that these new calix[4]pyrrole derivatives can bind the aforementioned anions as effectively as the unsubstituted "parent" system, octamethylcalix[4]pyrrole (1). Structural characterizations of new calix[4]pyrroles were carried out by using H-1 and C-13 NMR spectroscopy corroborated with mass spectrometry.