Abstract: Heating of perfluorinated 1-methyl- and 1-ethyltetralins with SiO2 in an SbF5 medium at 100 degrees C results in perfluoro-4-alkyltetralin-1-ones formation. Perfluoro-4-methyltetralin-1-one, under the action of SbF5 at 180 degrees C with subsequent treatment of the reaction mixture with water, is converted to perfluoro-3,3-dimethylindan-1-one and perfluoro-3,4-dimethylisochromen-1-one. Perfluoro-4-ethyltetralin-1-one, under similar conditions, forms perfluoro-3-ethyl-3-methylindan-1-one, perfluoro-4-ethyl-3-methylisochromen-1-one and perfluoro-2-methyltetralin. Reaction of perfluorotetralin-1-one with pentafluorobenzene in the presence of SbF5 at 50-55 degrees C leads to the formation of perfluoro-4-phenyltetralin-1-one, which under the action of SbF5 at 75 degrees C isomerizes into perfluoro-3-methyl-3-phenylindan-1-one. Heating of the latter with SbF5 at 75-95 degrees C gives, after treatment of the reaction mixture with water, perfluoro-2-(2-methylphenyl)-3-phenylpropenoic acid and perfluoro-4-methyl-3-phenylisochromen-1one. (C) 2011 Elsevier B.V. All rights reserved.

Cite: Zonov Y.V. , Karpov V.M. , Platonov V.E.
Synthesis and skeletal rearrangements of perfluorinated 4-alkyl- and 4-phenyl-tetralin-1-ones under the action of antimony pentafluoride
Journal of Fluorine Chemistry. 2012. V.135. P.159-166. DOI: 10.1016/j.jfluchem.2011.10.006 WOS Scopus РИНЦ

Dates:

Published print:

Mar 1, 2012

Identifiers:

Web of science	WOS:000301806400019
Scopus	2-s2.0-84857369649
Elibrary	17977187
OpenAlex	W2026475540

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