Bromopentafluorobenzene Explained
Bromopentafluorobenzene is an organofluorine compound with the formula C6F5Br. It is a colorless liquid that is used to prepare pentafluophenyl compounds. These syntheses typically proceed via the intermediacy of C6F5Li or the Grignard reagent.[1] Illustrative is preparation of tris(pentafluorophenyl)borane:[2]
3 C6F5MgBr + BCl3 → (C6F5)3B + 3 MgBrCl
Other derivatives include LiB(C6F5)4,[3] [CuC<sub>6</sub>F<sub>5</sub>]4,[1] and Ni(C6F5)2(dioxane)2.[4]
Notes and References
- Pentafluorophenylcopper Tetramer, A Reagent for Synthesis of Fluorinated Aromatic Compounds. Allan Cairncross . William A. Sheppard . Edward Wonchoba . Org. Synth. . 1979 . 59 . 122 . 10.15227/orgsyn.059.0122.
- Piers, W. E.; Chivers, T. “Pentafluorophenylboranes: from Obscurity to Applications”, Chemical Society Reviews, 1997, 26, 345-354.
- Encyclopedia: Tanaka, Katsunori . Fukase, Koichi. Lithium tetra(pentafluorophenyl)borate . e-EROS Encyclopedia of Reagents for Organic Synthesis . 2007 . 10.1002/047084289X.rn00752. 978-0471936237 . 96944152.
- Sanchez, G. . Momblona, F. . Sanchez, M. . Perez, J. . Lopez, G. . Casabo, J. . Molins, E. . Miravitlles, C. . Synthesis of Homo- and Heterobimetallic Complexes Containing the Ni(C6F5)2 Moiety. Crystal Structure of [(C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>Ni(μ-SPh)<sub>2</sub>Pd(dppe)]. Eur. J. Inorg. Chem. . 1998. 1998 . 8 . 1199–1204. 10.1002/(SICI)1099-0682(199808)1998:8<1199::AID-EJIC1199>3.0.CO;2-K.
