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, P. Bombicz, Edwin Weber

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

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
Volume34
Issue number2
DOIs
Publication statusPublished - 2010

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Carboxylic Acids
Carboxylic acids
Crystal structure
Calixarenes
Chirality
Agglomeration
Nuclear magnetic resonance
Molecules
Temperature
calix(4)arene

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Materials Chemistry

Cite this

Conformational behaviour and first crystal structures of a calix[4]arene featuring a laterally positioned carboxylic acid function in unsolvated and solvent-complexed forms. / Gruber, Tobias; Gruner, Margit; Fischer, Conrad; Seichter, Wilhelm; Bombicz, P.; Weber, Edwin.

In: New Journal of Chemistry, Vol. 34, No. 2, 2010, p. 250-259.

Research output: Contribution to journalArticle

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