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...

Full description

Saved in:
Bibliographic Details
Main Authors: Alois Haas, Michael Spehr
Format: Article
Language:deu
Published: Swiss Chemical Society 1988-08-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9864
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
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.
ISSN:0009-4293
2673-2424