Polyfluorinated hydrazones in organic synthesis |
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| Authors: | G. G. Bargamov E. M. Kagramanova M. D. Bargamova |
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| Affiliation: | (1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation |
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| Abstract: | The oxidation of 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione bishydrazone (1) with SeO2, HgO, and Hg(OAc)2 was studied. The use of selenium dioxide leads to 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpent-2-ene (2) and C12H4F18Se2. 1,1,1,5,5,5-Hexafluoro-4-trifluoromethylpent-2-yne (4) and C6H2F9HgC6H2F9 were obtained by the oxidation of bishydrazone1 with mercuric oxide. The oxidation of compound1 with mercuric acetate in diglyme affords 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpenta-2,3-diene (6). Alkyne4 is isomerized to allene6 at 130 °C. For Part 3, see Ref. 1 Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 677–680, April, 1998. |
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| Keywords: | oxidation selenium dioxide mercuric oxide mercuric acetate 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione bishydrazone 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpent-2-ene 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpent-2-yne 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpenta-2,3-diene |
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