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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| Format: | Article |
| Language: | deu |
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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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| _version_ | 1850140357762744320 |
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| author | Alois Haas Michael Spehr |
| author_facet | Alois Haas Michael Spehr |
| author_sort | Alois Haas |
| collection | DOAJ |
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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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| format | Article |
| id | doaj-art-d2846b45604448bda415b116a7d2ebfa |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1988-08-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-d2846b45604448bda415b116a7d2ebfa2025-08-20T02:29:51ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241988-08-01427-810.2533/chimia.1988.265Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-DiselenetaneAlois Haas0Michael Spehr1Lehrstuhl für Anorganische Chemie II Ruhr-Universität Bochum Postfach 102 148, D-4630 Bochum 1 (Bundesrepublik Deutschland)Lehrstuhl für Anorganische Chemie II Ruhr-Universität Bochum Postfach 102 148, D-4630 Bochum 1 (Bundesrepublik Deutschland) 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. https://www.chimia.ch/chimia/article/view/9864 |
| spellingShingle | Alois Haas Michael Spehr Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-Diselenetane CHIMIA |
| title | Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-Diselenetane |
| title_full | Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-Diselenetane |
| title_fullStr | Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-Diselenetane |
| title_full_unstemmed | Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-Diselenetane |
| title_short | Synthese neuer perfluorierter Selenocarbonylverbindungen und 1,3-Diselenetane |
| title_sort | synthese neuer perfluorierter selenocarbonylverbindungen und 1 3 diselenetane |
| url | https://www.chimia.ch/chimia/article/view/9864 |
| work_keys_str_mv | AT aloishaas syntheseneuerperfluorierterselenocarbonylverbindungenund13diselenetane AT michaelspehr syntheseneuerperfluorierterselenocarbonylverbindungenund13diselenetane |