C-F activation of fluorobenzene by silylium carboranes: Evidence for incipient phenyl cation reactivity
- Author(s): Duttwyler, S
- Douvris, C
- Fackler, NLP
- Tham, FS
- Reed, CA
- Baldridge, KK
- Siegel, JS
- et al.
Published Web Locationhttps://doi.org/10.1002/anie.201003762
Si(mply) rips it apart: C-F activation of fluorobenzene has been achieved using the extremely strong silyl Lewis acids [Et3Si(X)]+(X=PhF or Et3SiH) and [(2,6-dixylyl-C6H3)SiMe2]+paired with the anion CHB11Cl11-. They abstract fluoride from unactivated fluorobenzene to give arylated products, consistent with phenyl-cation-like reactivity (see scheme). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
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