Thermolysis of γ-Fluorosulfonyl perfluorobutanoic acid derivatives: New synthetic routes for perfluorinated cyclic sulfones
| Autor: | Gerd-Volker Röschenthaler, Klaus Hintzer, Sergey N. Tverdomed, Markus E. Hirschberg, Romana Pajkert |
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| Rok vydání: | 2020 |
| Předmět: |
Reaction conditions
Perfluorobutanoic acid 010405 organic chemistry Decarboxylation Chemistry Organic Chemistry Thermal decomposition Regioselectivity 010402 general chemistry Alkali metal 01 natural sciences Biochemistry 0104 chemical sciences Inorganic Chemistry Environmental Chemistry Organic chemistry Molecule Reactivity (chemistry) Physical and Theoretical Chemistry |
| Zdroj: | Journal of Fluorine Chemistry. 233:109500 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/j.jfluchem.2020.109500 |
| Popis: | The thermal decarboxylation of previously unknown γ-fluorosulfonyl perfluoro-butanoic acid derivatives and a novel method for the synthesis of perfluorinated cyclic sulfones are described. For the first time, parallel processes of decarboxylation and desulfonylation in one molecule were observed. In addition, the reversibility of the alkaline alcoholysis of perfluorocarbonyl fluorides and the possibility of their generation by the reaction of alkali metal carboxylates with inorganic fluorides under higher temperatures are presented. The reaction conditions, factors affecting reactivity and regioselectivity of the thermolysis process, as well as the pathways of main and side reactions are discussed. |
| Databáze: | OpenAIRE |
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