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Updated: Feb 24, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Hydrogen-bonded rosettes comprising π-conjugated systems as building blocks for functional one-dimensional
Bimalendu Adhikari1, Xu Lin, Mitsuaki Yamauchi
1Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Hydrogen-bonded supermacrocycles, or rosettes, enable the creation of functional columnar nanoassemblies from π-conjugated molecules. These rosettes offer enhanced stability and unique properties for advanced materials and devices.
Area of Science:
- Supramolecular chemistry
- Materials science
- Organic electronics
Background:
- Hydrogen-bonded supermacrocycles (rosettes) are disk-shaped synthons for columnar nanoassemblies.
- They can act as monomer units for supramolecular polymers and components in soft matter.
- This review explores their advantages over expanded π-conjugated covalent molecules.
Purpose of the Study:
- To review the self-assembly of π-conjugated molecules into rosettes.
- To illustrate the merits of using rosette motifs for creating functional columnar nanoassemblies.
- To highlight unique properties and applications of rosette-based systems.
Main Methods:
- Self-assembly of photochemically and electrochemically active π-conjugated molecules.
- Formation of supramolecular rosettes via complementary hydrogen bonding.
- Characterization of rosette structures, properties, and functionalities.
Main Results:
- Rosettes provide access to well-defined, expanded π-surfaces with higher association constants.
- Columnar nanoassemblies exhibit unique self-assembly, chiroptical, photophysical, and electrochemical properties.
- Stimuli responsiveness of building blocks is amplified in rosette-organized structures.
Conclusions:
- Supramolecular rosettes are advantageous for creating stable, functional columnar nanoassemblies.
- These assemblies possess unique nanoscale and bulk properties.
- Rosette motifs show promise in supramolecular polymers, photovoltaic devices, and other applications.
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