Wiktor Koźmiński's NMR group

Biological and Chemical Research Centre, University of Warsaw

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New Article in Journal of Inclusion Phenomena and Macrocyclic Chemistry

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Complex formation of fenchone with α-cyclodextrin: NMR titrations

Michał Nowakowski, Andrzej Ejchart


alt

13C NMR titration studies of inclusion complexes of bicyclic terpenoid, fenchone enantiomers with α-cyclodextrin revealed their 1:2 guest–host stoichiometry. Sequential binding constants were determined indicating a strong binding cooperativity of two α-cyclodextrin to fenchone. The overall association constants were used to calculate the Gibbs free energies of diastereomeric complex formation, which might be used as a measure of chiral recognition of fenchone by α-cyclodextrin. These results were compared with corresponding data derived for camphor, which is an isomeric bicyclic terpenoid.

 






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