Z. Qiang, Zeng Xianshun, Wang Qingmin
Aug 27, 2010
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Journal
Chinese Journal of Chemistry
Abstract
3-(Trichlorogermyl)propanoic acid (1a) reacts with phenylmagnesium bromide in molar ratio 1:4 to give 3-(triphenylgermyl)propanoic acid (2a). In the compounds 1a and 2a the β-carboxylic functional group shows some unusual properties when they react with excess of phenylmagnesium bromide. The compound 1a reacts with phenylmagnesium bromide in molar ratio 1:5 to give phenyl 2-(triphenylgermyl)ethylketone (3a) and in molar ratio 1:6 to give 1,1-diphenyl-3–(triphenylgermyl)propanol (4a). The compound 2a reacts with phenylmagnesium bromide in molar ratio 1:2 to give 3a and in molar ratio 1:3 to give 4a also. Dehydration of the compound 4a with dilute hydrochloric acid seems especially easy. Moreover, the compound la reacted with phenylmagnesium bromide in molar ratio 1:6, then the mixture was treated with dilute hydrochloric acid to give 1,1-diphenyl-3 (triphenylgermyl)-1-propene (5a) in one pot reaction. Alkyl Ge–C bond in the compound 5a can be cleaved selectively by lithium aluminium hydride (LiAlH4) in good yield.