Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-Diselenetane
Reacting Hg(SeC2F5)2 with AlI3 or (C2H5)2AlI in octamethylcyclotetrasiloxane at 40-45 °C and 5∙10-3 Torr gives trifluoromethylselenocarbonylfluoride (1). The deep purple product polymerizes at low temperatures to a white solid, which after pyrolysis leads to a mixture of 1 and cis/trans-2,4-difluor...
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| Main Authors: | , |
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| Format: | Article |
| Language: | deu |
| Published: |
Swiss Chemical Society
1988-08-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9864 |
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| Summary: | Reacting Hg(SeC2F5)2 with AlI3 or (C2H5)2AlI in octamethylcyclotetrasiloxane at 40-45 °C and 5∙10-3 Torr gives trifluoromethylselenocarbonylfluoride (1). The deep purple product polymerizes at low temperatures to a white solid, which after pyrolysis leads to a mixture of 1 and cis/trans-2,4-difluoro-2,4-bis(trifluoromethyl)-1,3-diselenetane (2a, 2b). The two isomers 2a and 2b are separated by preparative gas chromatography. Reaction of Hg(SeCF3)2 under the same conditions provides (trifluoromethyl-seleno)selenocarbonylfluoride (3) as a byproduct of F2CSe. Exposing to the sunlight 3 dimerizes within three days to a mixture of cis/trans-2,4-difluoro-2,4-bis(trifluoromethylseleno)-1,3-diselenetane (4a, 4b). In a [2 + 4]-cycloaddition 1 reacts with cyclopentadiene giving a mixture of two isomers of 3-fluoro-3-trifluoromethyl-2-selenabicyclo[2.2.1]hept- 5-ene (5). 1H-, 19F-, 13C-, 77Se-NMR, IR, and mass spectroscopical data are presented.
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| ISSN: | 0009-4293 2673-2424 |