Substituted benzophenone imines for COF synthesis via formal transimination
Josefine Sprachmann1, Niklas Grabicki1, Anna Möckel1
1Department of Chemistry & IRIS Adlershof, Humboldt University of Berlin, Berlin 12489, Germany. oliver.dumele@hu-berlin.de.
Substituted benzophenones enable the synthesis of high-quality covalent organic frameworks (COFs). This method allows for tailored imines, making complex COF monomers accessible for advanced material applications.
Area of Science:
- Materials Science
- Organic Chemistry
Background:
- Covalent organic frameworks (COFs) are advanced porous materials.
- Imine-linked COFs can be improved using protected amine monomers.
Purpose of the Study:
- To investigate the use of substituted benzophenones in COF synthesis via transimination.
- To explore the impact of electronic properties of substituents on COF formation.
Main Methods:
- Preparation of 12 para-substituted N-aryl benzophenone imines.
- Spectroscopic study of hydrolysis kinetics.
- Synthesis of COFs using these imines.
Main Results:
- All substituted benzophenone imines were successfully used in COF synthesis.
- Synthesized COFs exhibited high crystallinity and porosity.
- Substituents were cleaved off, acting as protecting groups during COF formation.
Conclusions:
- Substituted benzophenones are effective in COF synthesis, yielding high-quality materials.
- This approach allows for the tailoring of imine monomers for specific synthetic needs.
- The method facilitates access to previously challenging or synthetically complex COF building blocks.
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