Quantitative Assessment of Non-covalent Interactions Inside and Outside Cucurbituril Macrocycles
| Autor: | Nazimuddin, Md |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2022 |
| Předmět: |
Chemistry
non-covalent interactions hydrocarbon recognition DFT semi-empirical method supramolecular brakes and gears metal-metal interactions dispersive interactions supramolecular balance cucurbituril macrocycles electron decomposition analysis solvation energy cavitation energy hydrocarbon polarizability triptycene rotor self-sorting NMR |
| Druh dokumentu: | Text |
| Popis: | Non-covalent interactions govern biological processes, self-assembling systems, complex materials, and molecular machinery. Cucurbit[n]urils (CB[n]s) are pumpkin-shaped, water-soluble molecular containers that have a hydrophobic cavity and two hydrophilic carbonylated portals. This research focuses on the design and synthesis of various CB[8]-secured supramolecular assemblies to study and quantify non-covalent interactions in the aqueous medium. We first report the design of a CB[8]-based hydrocarbon sensitive chemosensor, where the selectivity is exclusively driven by dispersive interactions between the hydrocarbons and the cavity formed by a portion of the inner wall of CB[8] and the positive auxiliary guest. We also proposed an empirical model which can predict the binding selectivity of hydrocarbons and noble gases to CB[n] analogs when the macrocycle is mimicked with a non-polar organic solvent. We then synthesized various CB[8]-mediated supramolecular architectures as possible brakes and gears driven by favorable π-π and metal-metal interactions. Finally, we proposed a supramolecular tool (a molecular balance) to quantify non-covalent interactions in the aqueous medium. |
| Databáze: | Networked Digital Library of Theses & Dissertations |
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