Pyrimidazole-Based Covalent Organic Frameworks: Integrating Functionality and Ultrastability via Isocyanide Chemistry
Jiao Liu1, Tong Yang1, Zhi-Peng Wang1
1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, China.
Journal of the American Chemical Society
|December 3, 2020
Summary
New isocyanide chemistry enables the creation of robust covalent organic frameworks (COFs). This approach integrates diverse functionalities and ensures ultrastability for advanced applications.
Area of Science:
- Materials Science
- Organic Chemistry
- Polymer Chemistry
Background:
- Covalent organic frameworks (COFs) require advanced chemistry for simultaneous control over topology, connectivity, and functionality.
- Integrating diverse functionalities and ensuring framework stability are key challenges in COF development.
Purpose of the Study:
- To establish a facile synthetic paradigm for creating functional and ultrastable COFs using isocyanide chemistry.
- To explore the potential of the Groebke-Blackburn-Bienaymé (GBB) reaction for COF synthesis.
Main Methods:
- Utilized isocyanide chemistry, specifically the Groebke-Blackburn-Bienaymé (GBB) reaction.
- Synthesized pyrimidazole-based COFs in a single step from isocyanide, aminopyridine, and aldehyde monomers.
- Introduced diverse functionalities by modifying readily available 2-aminopyridine monomers.
Main Results:
- Successfully constructed a series of pyrimidazole-based COFs with integrated functionalities.
- Demonstrated the ultrastability of the synthesized COFs due to the formation of fused imidazole rings.
- Showcased the versatility of isocyanide chemistry for bottom-up functionalization.
Conclusions:
- Isocyanide chemistry provides a versatile and efficient route for constructing robust COFs.
- The developed method allows for the integration of diverse functionalities and ensures high framework stability.
- This approach opens new avenues for designing advanced COFs for various practical applications.
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