Converting PFAS 'forever chemicals' into valuable compounds
Scientists develop a new method to incorporate harmful perfluoroalkenes into N-heterocyclic carbene ligands
- Date:
- November 14, 2023
- Source:
- Osaka Metropolitan University
- Summary:
- Researchers have successfully synthesized ligands called fluorinated N-heterocyclic carbenes (NHCs) from environmentally harmful perfluoroalkenes, a type of synthetic chemicals also referred to as PFAS. These NHCs are valuable for stabilizing unstable molecules and enhancing catalytic efficiency. Through further structural modification, these NHCs are expected to find applications in a wide range of substances, including catalysts and light-emitting materials.
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Researchers have successfully synthesized ligands called fluorinated N-heterocyclic carbenes (NHCs) from environmentally harmful perfluoroalkenes, a type of synthetic chemicals also referred to as PFAS. These NHCs are valuable for stabilizing unstable molecules and enhancing catalytic efficiency. Through further structural modification, these NHCs are expected to find applications in a wide range of substances, including catalysts and light-emitting materials.
Commonly known as "forever chemicals," PFAS are notorious for persisting in the environment and in our bodies. Osaka Metropolitan University chemists may put an end to the "forever" life of PFAS with their simple yet innovative technique that converts these harmful substances into valuable compounds.
A research group led by Professor Masato Ohashi and Assistant Professor Kenichi Michigami of the Graduate School of Science at Osaka Metropolitan University has successfully synthesized ligands called fluorine-decorated N-heterocyclic carbenes (NHCs) from perfluoroalkenes, a type of PFAS (Perfluoroalkyl and Polyfluoroalkyl Substances). The NHCs developed in this study play significant roles in stabilizing unstable molecules as well as enhancing the performance of their ligated transition metal complexes.
The synthesis of fluorinated NHCs was achieved simply by removing two fluorine atoms from 1,2-difluoroalkene derivatives. Owing to the small size of fluorine atoms, the electron-accepting ability of the NHC ligand can be enhanced without substantially changing its steric properties.
"Our results enable the easy transformation of harmful PFAS into functional NHCs," explained Dr. Michigami. "The versatile applications of fluorinated NHCs show potential advantages in various fields such as fluorine chemistry, organometallic chemistry, catalysis chemistry, and materials science."
Story Source:
Materials provided by Osaka Metropolitan University. Note: Content may be edited for style and length.
Journal Reference:
- Masato Ohashi, Kota Ando, Shoichi Murakami, Kenichi Michigami, Sensuke Ogoshi. N-Heterocyclic Carbenes with Polyfluorinated Groups at the 4- and 5-Positions from [3 + 2] Cycloadditions between Formamidinates and cis-1,2-Difluoroalkene Derivatives. Journal of the American Chemical Society, 2023; 145 (42): 23098 DOI: 10.1021/jacs.3c06331
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