Dehalogenative aromatization of perchlorofluoroalicyclic compounds C6Cl6F6, C10Cl8F8 and C5Cl4F5N in the vapour phase or in solution |
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Authors: | Vadim V Bardin Dmitrii V Trukhin Nicolay Yu Adonin Vladimir F Starichenko |
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Institution: | N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Academician Lavrentjev Avenue 9, 630090 Novosibirsk, Russia |
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Abstract: | Dehalogenation of perhalogenated cyclohexanes C6Cl6F6, 1-azacyclohexenes C5Cl4F5N and bicyclo4.4.0]dec-1(6)-enes C10Cl8F8 in the vapour phase over iron filings at 350-500 °C and in solution with Zn and additivities (Cu, NiCl2·6H2O + bpy) at 80 °C (heterogeneous reaction) or with P(NEt2)3 at 20 °C (homogeneous reaction) was studied. In all cases, perfluoroarenes, chloroperfluoroarenes and dichloroperfluoroarenes (benzenes, naphthalenes and pyridines) were obtained in good overall yield. |
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Keywords: | Dehalogenation Hexafluorobenzene Octafluoronaphthalene Pentafluoropyridine |
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