Organoxenon chemistry is the study of the properties oforganoxenon compounds, which containcarbon toxenon chemical bonds. The first organoxenon compounds were divalent, such as (C6F5)2Xe. The first tetravalent organoxenon compound, [C6F5XeF2][BF4], was synthesized in 2004.[1] So far, more than one hundred organoxenon compounds have been researched.
Most of the organoxenon compounds are more unstable thanxenon fluorides due to the highpolarity. The molecular dipoles of xenon difluoride andxenon tetrafluoride are both 0 D. The early synthesized ones only containperfluoro groups, but later some other groups were found, e.g. 2,4,6-trifluorophenyl.[2]
The most common bivalent organoxenon compound is C6F5XeF, which is almost always used as a precursor to other organoxenon compounds. Due to the instability of xenon(II), it is difficult to synthesize organoxenon compounds by using generalorganic reagents. Organoxenon compounds are frequently prepared fromorganocadmium species including Cd(ArF)2 (where ArF is a fluorine-containingarene), C6F5SiF3, and C6F5SiMe3 (used along with fluoride).
With the use of strongerLewis acids, such as C6F5BF2,ionic compounds like [RXe][ArFBF3] can be produced.Alkenyl andalkyl organoxenon compounds are prepared in this way as well, for example, C6F5XeCF=CF2 and C6F5XeCF3.[2]
Some typical reactions are listed below:
The third reaction also produces (C6F5)2Xe, Xe(2,4,6-F3C6H2)2 and so on.
The precursor C6F5XeF can be prepared by the reaction oftrimethyl(pentafluorophenyl)silane (C6F5SiMe3) andxenon difluoride. Adding fluoride to the adduct of C6F5XeF andarsenic pentafluoride is another method.[2]
Arylxenon compounds with fewer fluorine substituents are also known. For instance, (2,6-F2C6H3)Xe+BF−
4 and (4-FC6H4)Xe+BF−
4 have been prepared, and a crystal structure of the former has been obtained, consisting of a formally 1-coordinate xenon with a long, weak contact with a fluorine on the tetrafluoroborate anion.[3][4]
In 2000, Karel Lutar and Boris Žemvaet al. produced an ionic compound. They treatedxenon tetrafluoride anddifluoro(pentafluorophenyl)borane indichloromethane at −55 °C:
The compound is an extremely strongfluorinating agent, and it is capable of converting (C6F5)3P to (C6F5)3PF2, C6F5I to C6F5IF2, and iodine toiodine pentafluoride.[1]
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