Conformational behaviour and first crystal structures of a calix[4]arene featuring a laterally positioned carboxylic acid function in unsolvated and solvent-complexed forms

Tobias Gruber, Margit Gruner, Conrad Fischer, Wilhelm Seichter, Petra Bombicz, Edwin Weber

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32 Citations (Scopus)


A detailed conformational analysis of a rarely investigated type of compound, a laterally monosubstituted calix[4]arene (1, which has a carboxylic acid function in the lateral position), is reported. 2D solution NMR techniques at various temperatures and in different solvents have been used, showing interesting aggregation behaviour for the different conformers. The first illustrations of crystal structures of this compound type are given, including the unsolvated carboxylic calix[4]arene and two mixed solvent complexes containing EtOH-H2O and EtOH-THF, respectively. Isostructurality calculations have been carried out, allowing detailed comparison of the investigated structures, and an unusual conformational chirality isomerism of the calixarene molecule is demonstrated.

Original languageEnglish
Pages (from-to)250-259
Number of pages10
JournalNew Journal of Chemistry
Issue number2
Publication statusPublished - 2010


ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

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