(Trifluoromethyl)germanes. Preparation and properties of (CF3)2GeHX (X = H,D, F,Cl, Br,I, CH3) and CF3GeHnX3-n (X = H,D, CF2H,CH3) |
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Affiliation: | 1. School of Chemistry, Monash University, Clayton, Melbourne, VIC 3800, Australia;2. Department of Microbiology and Immunology and Faculty of Veterinary and Agricultural Sciences, The Peter Doherty Institute for Infection and Immunity, 792 Elizabeth Street, Melbourne 3000, Victoria, Australia |
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Abstract: | The hydrogenation of (CF3)nGeX4-n (X = halogen, n = 1–3) with NaBH4 in an acidic medium has been investigated. Deuteration with NaBD4 and D3PO4 gave the partially deuterated species CF3GeHnD3-n and (CF3)2GeHnD2-n in reasonable isotopic purity. The (CF3)2GeHBr was isolated and converted into the halides (CF3)2GeHX (X = F, Cl, I) by treatment with AgX or HX. Insertion of CF2 into a GeH bond has been observed, and (CF3)(CF2H)GeH2 has been characterized. Direct alkylation of GeH bonds was brought about by reaction with a mixture of RI and R′2Zn (R, R′= CH3, C2H5), and the methyl(trif]uoromethyl)germanes CF3GeH2(CH3), CF3GeH(CH3)2 and (CF3)2GeH(CH3) were isolated. For R = CD3, R′ = CH3 the product distribution can be accounted in terms of two competing mechanisms. |
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