Related Experiment Video
Updated: Jun 17, 2025

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Tröger's Base-Embedded Pillararenes─Macrocycles with Both Fixed and Conformational Chirality.
Conghao Shi1, Heng Li1, Wang Xie1
1Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.
Researchers synthesized Tröger
Area of Science:
- Supramolecular Chemistry
- Organic Chemistry
Background:
- Pillararenes are macrocyclic compounds with potential applications in molecular recognition and sensing.
- Chirality in macrocycles is crucial for enantioselective processes.
- Tröger's base (TB) is a known chiral scaffold.
Purpose of the Study:
- To synthesize novel Tröger's base-embedded pillararenes (P[1]TB[3]A).
- To investigate the combined fixed and conformational chirality in these macrocycles.
- To explore the potential of these compounds for chiral applications.
Main Methods:
- Fragment-coupling macrocyclization strategy.
- Synthesis of Tröger's base-embedded pillararenes (P[1]TB[3]A).
- Analysis of conformational dynamics and chirality.
Main Results:
- Successful preparation of Tröger's base-embedded pillararenes (P[1]TB[3]A).
- Demonstration of a fixed chiral source from the TB unit.
- Observation of reversible conformational chirality due to dynamic alkoxybenzene units.
- Identification of a rare example of macrocycles with dual chirality.
Conclusions:
- Tröger's base-embedded pillararenes (P[1]TB[3]A) exhibit both fixed and conformational chirality.
- The dynamic nature of alkoxybenzene segments allows for reversible chirality.
- These findings provide a foundation for developing new chiral pillararene architectures.
More Related Videos
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
09:22Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
Related Concept Videos
Prochirality
Molecules with Multiple Chiral Centers
Stereoisomerism of Cyclic Compounds
Woodward–Hoffmann Selection Rules and Microscopic Reversibility
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
¹H NMR of Conformationally Flexible Molecules: Temporal Resolution