Chin. J. Org. Chem. ›› 1998, Vol. 18 ›› Issue (6): 538-541. Previous Articles     Next Articles

Original Articles

β-三氯锗基丙酸及β-三苯锗基丙酸与苯基溴化镁的反应

曾宪顺;汪清民;崔涛;曾强   

  1. 南开大学元素有机化学研究所.天津(300071)
  • 发布日期:1998-12-25

The reactivities of phenylmagnesium bromide with 3-(trichloro- germyl)-propanoic acid and 3-(triphenylgermyl) propanoic acid

Zeng Xianshun;Wang Qingmin;Cui Tao;Zeng Qiang   

  1. Nankai Univ, Elementoorgan Chem Lab.Tianjin(300071)
  • Published:1998-12-25

3-(Trichlorogermyl) propanoic acid (1a) was synthesized from germanium dioxide and (1a) reacted with phenylmagnesium bromide in molar ratio 1:4 led to 3-(triphenylgermyl) propanoic acid (2a). In the compounds 1a and 2a the carboxylic founctional group shows some unusual properties when it reacted with excess of phenylmagnesium bromide. 1a reacted with phenylmagnesium bromide in molar ratio 1:5 led to phenyl-2-(triphenylgermyl) ethyl ketone (3a) and in molar ratio 1:6 led to 1, 1-diphenyl-3-(triphenylgermyl) propanol-1 (4a). The compounds 2a reacted with phenylmagnasium bromide in molar ratio 1:2 led to 3a and in molar ratio 1:3 led to 4a also. Dehydration of the compound 4a with dilute hydrochloric acid seemed especially easy, which given 1, 1-diphenyl-3-(triphenylgermyl)-1-propene (5a) in high yield. Moreover, 1a could react with phenylmagnesium bromide in molar ratio 1:6 and then treated directedly with dilute hydrochloric acid led to 1, 1-diphenyl-3-(triphenylgermyl)-1-propene 5a in one pot reaction. Alkyl Ge-C bound in the compound (5a) can be cleaved selectively by lithium aluminium hydride (LiAlH~4) in good yield, which given products of triphenylgermane (6a) and 1, 1- diphenylpropene-1(6b).

Key words: MAGNESIUM COMPOUNDS, ORGANO GERMANIUM, PROPENE P, ORGANO GERMANIUM, ORGANO GERMANIUM, BENZENEPROPANOIC ACID P, BROMIDE, ORGANO CHLORIDE COMPOUNDS, TRIPHENYL GROUP, METHYLACETIC ACID P

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