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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (10): 1279-1282. 上一篇    下一篇

研究简报

α-羰基环十二酮的酮-烯醇互变异构中的构象效应

杨晓亮1,2,†，王明安1，梁晓梅1，王小芳3，尤田耙2，王道全*,1   

  1. (1中国农业大学应用化学系 北京 100094)
    (2中国科学技术大学化学系 合肥 230026)
    (3北京大学医学中心药学院 北京 100083)
  • 收稿日期:2004-11-11 修回日期:2005-04-19 发布日期:2005-10-08
  • 通讯作者: 王道全

Conformational Effect on the Keto-enol Tautomerism of α-Carbonylcyclododecanones

YANG Xiao-Liang1,2,†,WANG Ming-An1,LIANG Xiao-Mei1,WANG Xiao-Fang3
YOU Tian-Ba2,WANG Dao-Quan*,1   

  1. (1 Department of Applied Chemistry, China Agricultural University, Beijing 100094)
    (2 Department of Chemistry, University of Science and Technol-ogy, Hefei 230026)
    (3 School of Pharmaceutical Science, Peking Univer-sity, Beijing 100083)
  • Received:2004-11-11 Revised:2005-04-19 Published:2005-10-08
  • Contact: WANG Dao-Quan

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利用1H NMR技术研究了α-羰基环十二酮的酮-烯醇互变异构. 结果表明, 取代基、温度和溶剂对互变异构的影响与已知的规律一致, 但是烯醇的含量与相应的α-羰基环己酮相比要低得多, 利用构象效应对其进行了合理的解释.

关键词: 酮-烯醇互变异构, α-羰基环十二酮, 构象效应

The keto-enol tautomerism of α-carbonylcyclododecanones has been studied by means of 1H NMR technology. The result shows that the effects of substituent, temperature and solvent on the tautomerism agreed with the known rules, while their enol contents were much lower than those of the corresponding α-carbonylcyclohexanones, which is illustrated reasonably by the conformational effect.

Key words: α-carbonylcyclododecanone, conformational effect, keto-enol tautomerism