From oxides of internal perfluoroolefins to fluorocontaining camphor thiazolinylhydrazones |
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Authors: | Lyudmila V Saloutina Aleksandr Ya Zapevalov Konstantin A Lyssenko Victor I Saloutin |
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Institution: | a Urals Branch of the Russian Academy of Sciences, Institute of Organic Synthesis, 20 S. Kovalevskoy, GSP-147, 620219 Ekaterinburg, Russia b Russian Academy of Sciences, A.N. Nesmeyanov Institute of Organoelement Compounds, 28 Vavilova, 119991 Moscow, Russia |
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Abstract: | The reaction of oxides of internal trans- and cis-perfluoroolefins with (1S, 4S)- or racemic camphor thiosemicarbazone leads to the formation of trans- and cis-isomers of (1S, 4S)- or racemic camphor 5′-fluoro-4′-hydroxy-4′,5′-di(perfluoroalkyl)-1′,3′-thiazolinyl-2′-hydrazones, respectively. Unsymmetrical dodecafluoro-2,3-epoxyhexane yields a mixture of regioisomeric hydrazones. The molecular structure of the trans-isomer of (1S, 4S)-camphor 5′-fluoro-4′-hydroxy-4′,5′-bis(trifluoromethyl)-1′,3′-thiazolinyl-2′-hydrazone has been established by X-ray crystallography. The quite rare example of cocrystallization of two diastereomers of the latter in homochiral crystal (sp. group P21) has been revealed. |
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Keywords: | Oxides of internal perfluoroolefins Camphor thiosemicarbazone Fluorocontaining camphor thiazolinylhydrazones |
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