Reaction of superacid HGeCl3 with aromatic compounds. 6. Reaction of trichlorogermane with anisole and 1,4-dimethoxybenzene
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Conclusions
- 1.
Hydrogermylation of anisole by excess HGeCl3 at 20‡C proceeds via the intermediate formation of 3-methoxy-3,5-bis(trichlorogermyl)cyclohexene and leads to 1-methoxy-r-1, cis-3,trans-5-tris(trichlorogermyl)cyclohexane in an 82% yield. At 110‡, its isomeric 1-methoxy-r-1, cis-3,cis-5-tris(trichlorogermyl)cyclohexane is formed together with the products of its subsequent transformations, e.g., alkylation and hydrogenolysis.
- 2.
The reaction of an excess of HGeCl3 with 1,4-dimethoxybenzene at 20‡C leads to 1,4-dimethoxy-1,2,4-tris(trichlorogennyl)cyclohexane in an 85% yield. When the latter reacts with HGeCl3 at elevated temperature, it is readily converted into 1,4-dimethoxy-1,4-bis(tri-chloromethyl) cyclohexane.
Keywords
Elevated Temperature Cyclohexane Alkylation Aromatic Compound Intermediate FormationPreview
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