Abstract
The nature of the supramolecular host–guest complex involving 4-pyrrolidinopyridine (BuPC4) and cucurbit[6]uril (Q[6]) has been investigated by NMR and UV spectroscopy, MALDI-TOF mass spectrometry, X-ray crystallography and isothermal titration calorimetry. The results revealed that the alkyl chain of the guest BuPC4 is located inside the cavity of the Q[6] host, whereas the other section of the BuPC4 guest remains outside of the portal.
Highlights
Introduction[5,6] Host−guest systems formed via molecular recognition by a large molecular receptor with a hydrophobic or hydrophilic cavity can encapsulate small organic molecules, bio-macromolecules, metal ions, or even nanoparticles utilizing electrostatic forces, hydrogen bonding, hydrophobic effects, – stacking or chargetransfer interactions have been intensively studied in recent years.[7,8,9,10,11,12] In addition to the traditional crown ether, cyclophane, cyclodextrin, and calixarene hosts, cucurbit[n]urils (n = 5–8, 10, 13-15) are a relatively new class of macrocyclic hosts incorporating a rigid hydrophobic cavity and two identical carbonyl fringed portals[13,14,15,16,17,18]
Among all non-covalent interactions, the study of host–guest interactions is one of the most popular fields, and facilitates the construction of a diverse array of functional materials. [5,6] Host−guest systems formed via molecular recognition by a large molecular receptor with a hydrophobic or hydrophilic cavity can encapsulate small organic molecules, bio-macromolecules, metal ions, or even nanoparticles utilizing electrostatic forces, hydrogen bonding, hydrophobic effects, – stacking or chargetransfer interactions have been intensively studied in recent years.[7,8,9,10,11,12]
A host-guest supramolecular structure was constructed between BuPC4 with cucurbit[6]uril, which was investigated by using NMR and UV spectroscopy, MALDI-TOF mass spectrometry, X-ray crystallography and isothermal titration calorimetry (ITC)
Summary
[5,6] Host−guest systems formed via molecular recognition by a large molecular receptor with a hydrophobic or hydrophilic cavity can encapsulate small organic molecules, bio-macromolecules, metal ions, or even nanoparticles utilizing electrostatic forces, hydrogen bonding, hydrophobic effects, – stacking or chargetransfer interactions have been intensively studied in recent years.[7,8,9,10,11,12] In addition to the traditional crown ether, cyclophane, cyclodextrin, and calixarene hosts, cucurbit[n]urils (n = 5–8, 10, 13-15) are a relatively new class of macrocyclic hosts incorporating a rigid hydrophobic cavity and two identical carbonyl fringed portals[13,14,15,16,17,18] Thanks to their excellent host-guest binding ability with a number of guests, different cucurbit[n]urils-based supramolecular architectures with fascinating properties and potential applications have been developed[19,20,21,22,23,24,25,26,27,28,29,30]. A host-guest supramolecular structure was constructed between BuPC4 with cucurbit[6]uril, which was investigated by using NMR and UV spectroscopy, MALDI-TOF mass spectrometry, X-ray crystallography and isothermal titration calorimetry (ITC)
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