Tris(pentafluoroethyl)germane: Deprotonation and Hydrogermylation Reactions

5 years ago

Tris(pentafluoroethyl)germane: Deprotonation and Hydrogermylation Reactions

Beate Neumann, Nikolai Ignat'ev, Berthold Hoge, Hans-Georg Stammler, Stefanie Pelzer

Owing to the highly electron-withdrawing C2F5 groups, the tris(pentafluoroethyl)germane (C2F5)3GeH represents an interesting Brønsted acidic compound. The germane is accessible by the treatment of the corresponding halogenogermanes (C2F5)3GeX (X=Cl, Br) with Bu3SnH. After clarifying its molecular structure in the solid state by X-ray diffraction, the acidity of (C2F5)3GeH was examined by treatment with different bases, for example, 1,8-bis(dimethylamino)naphthalene. The resulting germanate(II) ion [Ge(C2F5)3]− serves as a germyl group transfer reagent. The reaction with main-group and transition-metal complexes or organohalides opens access to a variety of different compounds, the structures of which were mostly determined by X-ray diffraction. The corresponding tricarbonylnickelate(0) complex [(CO)3NiGe(C2F5)3]− also gives information about the π-acceptor properties of the [Ge(C2F5)3]− ligand. Furthermore, hydrogermylation reactions of (C2F5)3GeH with alkynes afforded different stereoisomers (α,β-cis, β-trans) depending on the respective reaction conditions and substrates. Generating germanium complexes: The chemistry around (C2F3)3GeH is explored. Treating the germane with different bases yields the germanate(II) ion [Ge(C2F5)3]−, serving as a germyl group transfer reagent. The reaction with different metal complexes opens access to a variety of different compounds. Hydrogermylation reactions of (C2F5)3GeH with alkynes afforded different stereoisomers, depending on the respective reaction conditions and substrates.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201700634