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Competitive processes associated to the interaction of a cavitand derivative with caffeic acid
Authors:Zsuzsanna Czibulya  Éva Horváth  Zoltán Nagymihály  László Kollár
Affiliation:1. Department of General and Physical Chemistry, University of Pécs, Pécs, Hungary;2. Research Group for Green Chemistry, Szentágothai Research Center, Pécs, Hungary;3. Department of Inorganic Chemistry and MTA-PTE Research Group for Selective Chemical Syntheses, University of Pécs, Pécs, Hungary;4. Research Group for Green Chemistry, Szentágothai Research Center, Pécs, Hungary;5. Department of Inorganic Chemistry and MTA-PTE Research Group for Selective Chemical Syntheses, University of Pécs, Pécs, Hungary
Abstract:Abstract

The interaction of caffeic acid and a newly synthesised cavitand derivative was investigated by UV–vis and fluorescence spectroscopy in tetrahydrofuran–water matrix. The temperature dependence of the equilibrium constants was determined first, then the thermodynamic parameters were calculated using the van’t Hoff equation. Absorption measurements highlighted entropy-controlled formation of cavitand–caffeic acid complexes with 1:2 stoichiometry. It was proved by fluorescence measurements that caffeic acid dimerisation is followed by the formation of cavitand–caffeic acid complexes with 1:2 stoichiometry. It was also shown that both the caffeic acid dimerisation and the formation of 1:2 complexes are controlled by the entropy gain. PL signal is preferred to use for analytical application in this particular case.
Keywords:Cavitand  caffeic acid  host–guest chemistry  thermodynamics
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