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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
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Dynamic Covalent Self-Sorting and Kinetic Switching Processes in Two Cyclic Orders: Macrocycles and Macrobicyclic
Zhaozheng Yang1,2, Jean-Marie Lehn1,2
1Lehn Institute of Functional Materials, MOE Laboratory of Bioinorganic and Synthetic Chemistry, School of Chemistry, Sun Yat-Sen University, Guangzhou 510275, China.
Journal of the American Chemical Society
|August 19, 2020
Summary
This study explores dynamic covalent self-sorting to create complex macrocycles and cages. These systems correct themselves over time, achieving a stable, ordered structure from initial mixtures.
Area of Science:
- Supramolecular Chemistry
- Organic Chemistry
- Materials Science
Background:
- Dynamic covalent chemistry enables the construction of complex molecular architectures.
- Self-sorting processes are crucial for creating ordered structures from disordered components.
- Reversible imine formation is a versatile reaction for dynamic covalent systems.
Purpose of the Study:
- To investigate dynamic covalent self-sorting for macrocycles and macrobicyclic cages with different cyclic orders.
- To understand the self-correction mechanisms in the assembly of complex structures.
- To establish constitutional dynamic networks (CDNs) and study their evolution.
Main Methods:
- Utilized reversible imine formation between dialdehyde and polyamine components.
- Investigated the assembly of macrocycles and macrobicyclic cages.
- Established CDNs from pre-formed constituents or in situ assembly.
- Monitored the conversion from kinetic to thermodynamic products.
Main Results:
- Demonstrated successful self-sorting of components into macrocycles and macrobicyclic cages.
- Observed the formation of kinetic products that self-corrected to thermodynamic constituents.
- Showcased the establishment and evolution of CDNs towards equilibrium.
Conclusions:
- Dynamic covalent self-sorting provides a powerful route to thermodynamically stable, complex supramolecular structures.
- Component exchange within CDNs drives the system towards a self-corrected, ordered state.
- The methodology is applicable to various cyclic orders, enabling precise control over molecular assembly.
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