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Reactions of (Nonafluorocyclohexen‐1‐yl)xenon(II) Hexafluoroarsenate with Halide Anions
Author(s) -
Frohn H. J.,
Bardin V. V.
Publication year - 1996
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.19966221205
Subject(s) - halide , chemistry , electrophile , halogen , reactivity (psychology) , fluoride , cyclohexene , inorganic chemistry , medicinal chemistry , solvent , chloride , photochemistry , catalysis , organic chemistry , alkyl , medicine , alternative medicine , pathology
The products of the reaction between the electrophilic alkenylxenonium cation [1‐Xe + –C 6 F 9 ] and the halide anions I − , Br − , Cl − and F − depend on the hardness of the halide anion. With the soft halides I − and Br − Xe(II) is formally displaced by halogen as well in basic MeCN as in superacidic (AHF 1 ), whereas with hard fluoride and chloride no reaction takes place in AHF. In MeCN F − initiates the formation of alkenyl radicals, which abstract hydrogen from the solvent, whereas Cl − exhibits borderline character: RH and RCl formation. Possible reaction paths are discussed. The reactivity of the arylxenonium cation [C 6 F 5 Xe] + in AHF toward halide ions is reported and the relative electrophilicity of the cations [C 6 F 5 Xe] + and [1‐Xe + –C 6 F 9 ] is determined by the competitive reaction with Cl − . In addition the synthesis of cyclohexene 1‐CF 3 –C 6 F 9 from C 6 F 5 CF 3 and XeF 2 is performed and its electrophilicity is compared with that of the aromatic compound C 6 F 5 CF 3 .