Naslov
UNDERSTANDING THE ATTRACTION BETWEEN HYDROPHOBIC CAVITIES AND BENZENE DERIVATIVES

Autori
Babić, Tea ; Usenik, Andrea ; Pičuljan, Katarina ; Bedeković, Nikola ; Požar, Josip

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Skup
Magnetic Moments in Central Europe 2022 (MMCE 2022)

Mjesto i datum
Primošten, Hrvatska, 01.06.2022. - 04.06.2022

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
Hydrophobic effect ; inclusion complex ; complexation thermodynamics ; cyclodextrins ; cucurbit[7]uril ; aromatic derivatives

Sažetak
Amongst macrocyclic receptors, cucurbit[7]uril (CB7) and β-cyclodextrin (β-CD) stand out as good receptors for hydrophobic species in aqueous solutions. In contrast to the frequently investigated hosting of aliphatic compounds, the inclusion of aromatic guests within these hosts is far less explored. Taking this into account, we have studied the complexation of various benzene derivatives with CB7 and β-CD in water by means of isothermal titration microcalorimetry and in a wide temperature range (5−65 °C). ROESY and 1H NMR experiments were carried out to investigate the inclusion of 4-tert-butylphenol into the host cavities. The inclusion of guests within the CB7 cavity in vacuo was also studied by performing DFT calculation using the bp86/tzvp level of theory. The examined host-guest systems exhibited distinct ΔrH° and ΔrS° temperature dependence, resulting in weak variation of standard Gibbs energy with temperature. The complexation thermodynamics at lower temperatures was in agreement with the classical interpretation of the hydrophobic effect, whereas the binding at higher temperatures was in line with the non-classical rationale.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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