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Thermodynamic aspects of the host-guest chemistry of pyrogallol[4]arenes and peralkylated ammonium cations
Authors:Bjoern Schnatwinkel  Mikhail V Rekharsky  Victor V Borovkov  Jochen Mattay
Institution:a Organic Chemistry I, Department of Chemistry, Bielefeld University, Bielefeld, Germany
b Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan
c Theoretical Chemistry, Department of Chemistry, Bielefeld University, Bielefeld, Germany
Abstract:The stability constants (K), standard free energy (ΔGo), enthalpy (ΔHo), and entropy changes (ΔSo) for the complexation of pyrogallol4]arenes with ammonium cations of different size and shape have been determined in ethanol at 298 K by isothermal titration calorimetry. The trends observed in the thermodynamic parameters for 1:1 and/or 1:2 host-guest complexation correspond to the systematic structural changes of the guest molecules. On the basis of the results obtained we compare the complexation properties with two other resorcin4]arenes and discuss the thermodynamic aspects of this supramolecular host-guest interactions.
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