Details

Autor(en) / Beteiligte

• Assaf, Khaleel I
• Abed alfattah, Husam
• Eftaiha, Ala'a F
• Bardaweel, Sanaa K
• Alnajjar, Mohammad A
• Alsoubani, Fatima A
• Qaroush, Abdussalam K
• El-Barghouthi, Musa I
• Nau, Werner M

Titel

Encapsulation of ionic liquids inside cucurbiturils

Ist Teil von

• Organic & biomolecular chemistry, 2020-03, Vol.18 (11), p.212-2128

Ort / Verlag

England: Royal Society of Chemistry

Erscheinungsjahr

2020

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Cucurbit[ n ]urils (CB n , n = 6-8) serve as molecular receptors for imidazolium-based ionic liquids (ILs) in aqueous solution. The amphiphilic nature of 1-alkyl-3-methylimidazolium guests (C n mim), with a cationic imidazolium residue and a hydrophobic alkyl chain, enabled their complexation with CB n through a combination of the hydrophobic effect and ion-dipole interactions. 1 H NMR experiments revealed that the cavity of CB n can host the hydrophobic chain of the ILs, while one of the carbonyl rims served as a docking site for the imidazolium ring. The structure of the complexes was further analyzed by molecular dynamics (MD) simulations, which indicated that the cavity of CB6 can accommodate up to 5 carbon atoms, while the larger cavity of CB7 and CB8 can encapsulate longer alkyl chains in folded conformations. Isothermal titration calorimetry (ITC) experiments provided up to micromolar affinity of ILs to CB n in aqueous solution, which was independently quantified by indicator displacement titrations. Stable host-guest inclusion complexes are formed between cucurbiturils and ionic liquids in water.