Thermolysis of γ-Fluorosulfonyl perfluorobutanoic acid derivatives: New synthetic routes for perfluorinated cyclic sulfones

被引:0
|
作者
Tverdomed, Sergey N. [1 ]
Hirschberg, Markus E. [2 ]
Pajkert, Romana [1 ]
Hintzer, Klaus [2 ]
Roeschenthaler, Gerd-Volker [1 ]
机构
[1] Jacobs Univ Bremen, Life Sci & Chem, Campus Ring 1, D-28759 Bremen, Germany
[2] Dyneon GmbH, 3M Adv Mat Div, Ind Pk str 1, D-84508 Burgkirchen, Germany
关键词
Thermolysis; Decarboxylation; Cyclic sulfones; Hexafluoropropene; Fluorosulfonyl perfluoroalkylcarbonyl fluoride; Intramolecular cyclization; DECOMPOSITION;
D O I
10.1016/j.jfluchem.2020.109500
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The thermal decarboxylation of previously unknown.-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.
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页数:10
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