36 research outputs found

    Synthesis, Structural Characterization, and Reactivity of (8-Methoxynaphthyl)hydridogermanium Triflates and Iodides

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    New 8-(methoxynaphthyl)hydridogermanium triflates and iodides were synthesized by treatment of the corresponding germanes with trifluoromethanesulfonic acid or I2. Their characterization by 1H and 13C NMR and IR spectroscopy is reported. In the solid state, bis(8-methoxynaphthyl)hydridogermanium triflate (6) exhibits a 5-coordinate germanium atom weakly linked to the triflate anion. The germyl iodide rapidly gives the germoxolene with loss of MeI when it is heated in CH3CN. With H2O, amine, and DMSO, the germyl triflates react quantitatively to form new complexes which can be isolated and characterized. The X-ray crystal structure of the hydrate of bis(8-methoxynaphthyl)hydridogermanium triflate (11) shows the predominant formation of a hydrated germyl cation. Several tentative approaches to prepare germanols failed and always gave stable germoxanes instead

    Synthesis and Characterization of New Lithiated Organogermanium Compounds

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    New (8-methoxy-1-naphthyl)arylgermanes 1a−c are synthesized. The crystal structure of 1b (aryl = mesityl), determined by X-ray diffraction, shows that an intramolecular interaction occurs between the oxygen and germanium atoms, the Ge- - -O distance being 2.75 Å. The corresponding (diarylgermyl)lithiums R2HGeLi are prepared in high yield by hydrogermolysis of tert-butyllithium in THF and are susprisingly stable. Their characterization by 1H, 13C, and 7Li NMR spectroscopy is reported. Dimetalation of the initial arylgermanes depends upon steric hindrance around the germanium atom and the nature of the organolithium compound RLi. The reaction of 1a or 1c with n-BuLi followed by MeI affords the expected dialkylation product, whereas 1b gives the unexpected iodide 5b due to steric hindrance around the germanium atom
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