Preparation of polyfluorinated cycloalk-1-enyl-, alk-1-enyl, and alkyliodine tetrafluorides using XeF2 in the presence of appropriate Lewis acids as fluorooxidant Full article
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Journal of Fluorine Chemistry
ISSN: 0022-1139 |
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Output data | Year: 2005, Volume: 126, Number: 7, Pages: 1036-1043 Pages count : DOI: 10.1016/j.jfluchem.2005.03.008 | ||||
Tags | xenon difluoride; fluorine addition; organoiodine(V) tetrafluorides | ||||
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Abstract:
Previously unknown polyfluorocyclohexenyl, and acyclic perfluoroalkenyliodine tetrafluorides were prepared in high yields. Perfluorocyclohex-1-enyliodine tetrafluoride was obtained from pentafluoroiodobenzene using XeF2-NbF5 in aHF. The reaction Of C6F5I with the weaker fluorooxidant XeF2-BF3 in 1,1,1,3,3-pentafluorobutane (PFB) yielded C6F5IF2, perfluorocyclohexa-1,4-dienyliodine difluoride, C6F5IF4, perfluorocyclohexa-1,4, and 1,3-dienyliodine tetrafluoride as intermediate products on parallel reaction routes. Both perfluoroalkenyl iodides, cis- and trans- (CF3)(2)CFCF=CFI, reacted with XeF2-BF3 in PFB to give the corresponding perfluoroalkenyliodine tetrafluorides, cis- and trans-(CF3)(2)CFCF=CFIF4. Even perfluoroalkyl iodides can be fluorinated by this reagent as was demonstrated by the preparation of C6F13IF4 from C6F13I. Generally, the CF=CIFn fragment (n = 0, 2, or 4) in cyclic or acyclic perfluoroalkenyliodine compounds RFIFn did not undergo a transformation to the corresponding perfluoroalkyliodine compound. Furthermore, no perfluoroorganoiodine hexafluorides were detected in reactions with the fluorooxidant XeF2-aHF or BF3 or NbF5. (c) 2005 Elsevier B.V. All rights reserved.
Cite:
Frohn H.
, Bardin V.
Preparation of polyfluorinated cycloalk-1-enyl-, alk-1-enyl, and alkyliodine tetrafluorides using XeF2 in the presence of appropriate Lewis acids as fluorooxidant
Journal of Fluorine Chemistry. 2005. V.126. N7. P.1036-1043. DOI: 10.1016/j.jfluchem.2005.03.008 WOS Scopus РИНЦ
Preparation of polyfluorinated cycloalk-1-enyl-, alk-1-enyl, and alkyliodine tetrafluorides using XeF2 in the presence of appropriate Lewis acids as fluorooxidant
Journal of Fluorine Chemistry. 2005. V.126. N7. P.1036-1043. DOI: 10.1016/j.jfluchem.2005.03.008 WOS Scopus РИНЦ
Dates:
Published print: | Jul 1, 2005 |
Identifiers:
Web of science | WOS:000231102900006 |
Scopus | 2-s2.0-22244459137 |
Elibrary | 13475086 |
OpenAlex | W2177079132 |