有机化学 ›› 1999, Vol. 19 ›› Issue (1): 72-76. 上一篇    下一篇

研究论文

丙二酰氧基硼氢化钠与烯烃的选择性硼氢化

彭伟立;黄世文;单自兴;赵德杰   

  1. 武汉大学化学系.武汉(430072)
  • 发布日期:1999-02-25

Selective hydroboration of alkene with sodium malonyloxyborohydride

Peng Weili;Huang Shiwen;Shan Zixing;Zhao Dejie   

  1. Wuhan Univ, Dept Chem.Wuhan(430072)
  • Published:1999-02-25

叙述了丙二酰氧基硼氢化钠的制备及其原位与烯烃的选择性硼氢化反应。通过化学反应证实,丙二酰氧基硼氢化钠在THF中与脂肪族末端烯烃例如1-庚烯的硼氢化反应,有98%的硼原子加到双键末端碳原子上,只有2%的硼原子加到2-位上,生成单取代的有机硼化合物,即丙二酰氧基硼氢化钠是一个单官能硼氢化试剂。

关键词: 硼氢化钠, 红外分光光度法, 核磁共振谱法, 酰氧基, 烯烃, 选择性, 硼氢化作用

The preparation of sodium malonyloxyborohydride in situ and its selective hydroborating alkene are described. It is confirmed by chemical reaction that the hydroboration of aliphatic terminal alkenes such as 1-heptene with sodium malonyloxyborohydride in THF involves the addition of 98% of boron atom moitey to the terminal position on the double bond and 2% at the 2-position to yield monosubstituted organoboron compounds, i.e. sodium malonyloxyborohydride is a monofunctional hydroborating reagent.

Key words: SELECTIVITY, INFRARED SPECTROPHOTOMETRY, ACYLOXY, NMR SPECTROMETRY, HYDROBORATION, SODIUM BOROHYDRIDE, ALKENE

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