Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF^sub 5

Polyfluorinated indans and tetralins are carbonylated under the action of CO/SbF5 at room temperature and atmospheric pressure. Perfluoroindan and its 4-CF3, 5-CF3, 5-CH3, 1,1-H,H derivatives add two CO molecules to form the corresponding dimethyl indan-1,1-dicarboxylates after methanolysis, and/or...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2018-10, Vol.214, p.24
Main Authors: Zonov, Yaroslav V, Karpov, Victor M, Mezhenkova, Tatyana V, Platonov, Vyacheslav E
Format: Article
Language:English
Subjects:
Antimony fluorides
Biomedical engineering
Carbonyls
Carboxylic acids
Chemical reactions
Chemistry
Decarboxylation
Esters
Hydrolysis
Methane biosynthesis
Methanolysis
Perfluoro compounds
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Summary:Polyfluorinated indans and tetralins are carbonylated under the action of CO/SbF5 at room temperature and atmospheric pressure. Perfluoroindan and its 4-CF3, 5-CF3, 5-CH3, 1,1-H,H derivatives add two CO molecules to form the corresponding dimethyl indan-1,1-dicarboxylates after methanolysis, and/or 1-hydroindan-1-carboxylic acids after hydrolysis. 1-X-Perfluoroindans (X=CF3, C2F5, C6F5, H) and 1-X-perfluorotetralins (X=C2F5, C6F5) add one CO molecule at the 1-position to give the corresponding 1-carbonyl fluorides. Reaction of the latter with methanol gives methyl esters, whereas hydrolysis is accompanied by decarboxylation. Perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5 gives both mono- and dicarbonylation products.
ISSN:0022-1139
1873-3328