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Spontaneous α-C-H Carboxylation of Ketones by Gaseous CO 2 at the Air-water Interface of Aqueous Microdroplets.
- Source :
-
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 Jul 01; Vol. 63 (27), pp. e202403229. Date of Electronic Publication: 2024 May 29. - Publication Year :
- 2024
-
Abstract
- We present a catalyst-free route for the reduction of carbon dioxide integrated with the formation of a carbon-carbon bond at the air/water interface of negatively charged aqueous microdroplets, at ambient temperature. The reactions proceed through carbanion generation at the α-carbon of a ketone followed by nucleophilic addition to CO <subscript>2</subscript> . Online mass spectrometry reveals that the product is an α-ketoacid. Several factors, such as the concentration of the reagents, pressure of CO <subscript>2</subscript> gas, and distance traveled by the droplets, control the kinetics of the reaction. Theoretical calculations suggest that water in the microdroplets facilitates this unusual chemistry. Furthermore, such a microdroplet strategy has been extended to seven different ketones. This work demonstrates a green pathway for the reduction of CO <subscript>2</subscript> to useful carboxylated organic products.<br /> (© 2024 Wiley-VCH GmbH.)
Details
- Language :
- English
- ISSN :
- 1521-3773
- Volume :
- 63
- Issue :
- 27
- Database :
- MEDLINE
- Journal :
- Angewandte Chemie (International ed. in English)
- Publication Type :
- Academic Journal
- Accession number :
- 38577991
- Full Text :
- https://doi.org/10.1002/anie.202403229