| Synthesis and reactivity of 3-(trichlorogermyl)propanoic acid and 3-(triphenylgermyl) propanoic acid |
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| 作者姓名： | 曾强 曾宪顺 汪清民 崔涛 张中标 |
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| 作者单位： | Research Institute of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China，Research Institute of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China，Research Institute of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China，Research Institute of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China，Research Institute of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China |
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| 摘 要： | 3-(Trichlorogermyl)propanoic acid (la) reacts with phenylmagnesium bromide in malar ratio 1:4 to give 3-(triphenylgermyl)propanoic acid (2a).In the compounds la and 2a theβ-carboxylic functional group shows some unusual properties when they react with excess of phenylmagnesium bromide.The compound la reacts with phenylmagnesium bromide in molar ratio 1:5 to give phenyl 2-(triphenylgermyl)ethylketone (3a) and in molar ratio 1:6 to give l,l-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 phenylmagnsium 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 yiel
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Synthesis and reactivity of 3-(trichlorogermyl)propanoic acid and 3-(triphenylgermyl) propanoic acid |
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| ZENG,Qiang ZENG,Xian-Shun WANG,Qing-MinCUI,Tao ZHANG,Zhong-BiaoResearch Institute of Elemento-Organic Chemistry,Nankai University,Tianjin ,China.Synthesis and reactivity of 3-(trichlorogermyl)propanoic acid and 3-(triphenylgermyl) propanoic acid[J].Chinese Journal of Chemistry,1998,16(2):184-192. |
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| Authors: | ZENG Qiang ZENG Xian-Shun WANG Qing-MinCUI Tao ZHANG Zhong-BiaoResearch Institute of Elemento-Organic Chemistry Nankai University Tianjin China |
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| Institution: | ZENG,Qiang ZENG,Xian-Shun WANG,Qing-MinCUI,Tao ZHANG,Zhong-BiaoResearch Institute of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China |
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| 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. |
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| Keywords: | Trichlorogermyl triphenylgermyl intramolecular Lewis acid catalyst |
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