Repositori institucional URV
| URV's Author/s: | Bernús Pérez, Miguel / Boutureira Martín, Omar |
| Author, as appears in the article.: | Mazzarella, Daniele; Stanic, Jelena; Bernus, Miguel; Mehdi, Arad Seyed; Henderson, Cassandra J; Boutureira, Omar; Noel, Timothy |
| Author's mail: | miguel.bernus@urv.cat omar.boutureira@urv.cat |
| Author identifier: | 0000-0003-0302-0720 0000-0002-0768-8309 |
| Journal publication year: | 2024 |
| Publication Type: | Journal Publications |
| APA: | Mazzarella, Daniele; Stanic, Jelena; Bernus, Miguel; Mehdi, Arad Seyed; Henderson, Cassandra J; Boutureira, Omar; Noel, Timothy (2024). In-Flow Generation of Thionyl Fluoride (SOF2) Enables the Rapid and Efficient Synthesis of Acyl Fluorides from Carboxylic Acids. Jacs Au, 4(8), 2989-2994. DOI: 10.1021/jacsau.4c00318 |
| Paper original source: | Jacs Au. 4 (8): 2989-2994 |
| Abstract: | Herein, we report an approach for generating thionyl fluoride (SOF2) from the commodity chemicals thionyl chloride (SOCl2) and potassium fluoride (KF). The methodology relies on a microfluidic device that can efficiently produce and dose this toxic gaseous reagent under extremely mild and safe conditions. Subsequently, the in situ-generated thionyl fluoride is reacted with an array of structurally and electronically differing carboxylic acids, leading to the direct and efficient synthesis of highly sought-after acyl fluorides. Importantly, our investigation also highlights the inherent modularity of this flow-based platform. We demonstrate the adaptability of this approach by not only synthesizing acyl fluorides but also directly converting carboxylic acids into a diverse array of valuable compounds such as esters, thioesters, amides, and ketones. This versatility showcases the potential of this approach for a wide range of synthetic applications, underscoring its significance in the realm of chemical synthesis. |
| Article's DOI: | 10.1021/jacsau.4c00318 |
| Link to the original source: | https://pubs.acs.org/doi/full/10.1021/jacsau.4c00318 |
| Paper version: | info:eu-repo/semantics/publishedVersion |
| licence for use: | https://creativecommons.org/licenses/by/3.0/es/ |
| Department: | Química Analítica i Química Orgànica |
| Licence document URL: | https://repositori.urv.cat/ca/proteccio-de-dades/ |
| Thematic Areas: | Physical and theoretical chemistry Organic chemistry Chemistry, multidisciplinary Chemistry (miscellaneous) Analytical chemistry |
| Keywords: | Tetrafluoride Technology Surrogate Sulfur-dioxide Spectrum deoxofluorinating agent Reagent On-demand synthesis Multistep synthesis Multistep synthesi Gaseousreagents Gaseous reagents Fluorine chemistry Fluorination Flow chemistry Chemistry Carbonylation Bis(2-methoxyethyl)aminosulfur trifluoride |
| Entity: | Universitat Rovira i Virgili |
| Record's date: | 2024-11-30 |
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