高等学校化学学报

高等学校化学学报 ›› 1990, Vol. 11 ›› Issue (4): 376.

• 研究论文 • 上一篇    下一篇

不对称β-二酮分子内氢键及酮-烯醇互变异构的1H NMR研究

章本礼, 卓金聪, 桂明德, 高振衡   

  1. 南开大学化学系
  • 收稿日期:1988-12-02 出版日期:1990-04-24 发布日期:1990-04-24
  • 通讯作者: 章本礼

Study on Intramolecular Hydrogen-Bonding and Keto-Enol Tautomerism of Some Asymmetrical β-Diketones by1H NMR

Zhang Benli, Zhuo Jincong, Gui Mingde, Gao Zhenheng   

  1. Department of Chemistry, Nankai University, Tianjin
  • Received:1988-12-02 Online:1990-04-24 Published:1990-04-24

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摘要： 研究了一系列二芳甲酰甲烷化合物在不同溶剂中的分子内氢键及酮-烯醇互变异构平衡。δOH和lgK与取代基常数(σ)之间均有良好的线性关系存在。+I和+R取代基使分子内氢键增强,而使烯醇式含量降低。

关键词: &beta, -二酮, 氢键, 酮-烯醇互变异构

Abstract: The intramolecular hydrogen-bonding and keto-enol tautomerism of a series of 1-aryl-3-tolyl-1,3-propanediones were studied by 1H NMR. Both δOHand lgK(K=[enol]/[keto]) can be correlated with substituent constants satisfactorily. +1 and +Rsubstituents enhance the hydrogenbond-ing and decrease the content of enol form.

Key words: β-Dlketone, Hydrogen-bonding, Keto-enol tautomerism

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