Formation and skeletal transformations of perfluoroindan-1-one and perfluoroindan-1,3-dione in the reaction of perfluoroindan with SiO2/SbF5 |
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Authors: | Yaroslav V Zonov Vyacheslav E Platonov |
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Institution: | N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Novosibirsk 630090, Russia |
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Abstract: | Perfluoroindan-1-one (2) is obtained in the reaction of perfluoroindan (1) with SiO2/SbF5 at 70 °C. Compound 1 heated with SiO2/SbF5 at 130 °C and then treated with water, gives 3-hydroxy-perfluoro-3-methylphthalide (4). Ketone 2 is converted, under the action of SbF5 at 130 °C, to perfluoro-2-ethylbenzoic acid (9) and disproportionates to compound 1 and perfluoroindan-1,3-dione (3); the latter is transformed to phthalide 4 under the reaction conditions. |
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Keywords: | Skeletal transformations Perfluoroindan Perfluoroindan-1-one Perfluoroindan-1 3-dione Silicon dioxide Antimony pentafluoride NMR spectroscopy |
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