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- Title
Self-Folding Deep Cavitand with Acetamidoquinoxaline Flaps: Hindered Ring Inversion of Cyclohexane in a Confined Cavity by CH-π Interaction.
- Authors
Nguyen, Quoc‐Thiet; Oh, Dong‐Won; Kim, Won; Sahoo, Suban K; Choi, Heung‐Jin
- Abstract
A cavitand with acetamidoquinoxaline flaps self-folds to form a deep confined cavity rigidified by intramolecular hydrogen bonding. The cavity formed by this compound is suitable for the selective encapsulation of cyclohexane. The chair-to-chair interconversion of encapsulated cyclohexane and free cyclohexane was investigated by dynamic NMR spectroscopy in CDCl3 at 400 MHz. Significant slowdown in the chair-to-chair interconversion of encapsulated cyclohexane was recorded due to the CH-π stabilization compared with free cyclohexane.
- Subjects
CAVITANDS; QUINOXALINES; RING flip (Isomers); CYCLOHEXANE; TAUTOMERISM; NUCLEAR magnetic resonance spectroscopy; SUPRAMOLECULAR chemistry
- Publication
Asian Journal of Organic Chemistry, 2015, Vol 4, Issue 8, p729
- ISSN
2193-5807
- Publication type
Article
- DOI
10.1002/ajoc.201500201