波谱学杂志 ›› 2012, Vol. 29 ›› Issue (3): 401-409.

• 研究论文 • 上一篇    下一篇

手性薄荷酮腙与一氧化氮反应产物的NMR谱研究

杨得锁*,罗小林   

  1. 宝鸡文理学院 化学化工系, 陕西 宝鸡 721013
  • 收稿日期:2011-12-13 修回日期:2012-01-20 出版日期:2012-09-05 发布日期:2012-09-05
  • 基金资助:

    陕西省科技厅专项计划资助项目(2009K01-51),陕西省重点实验室重点科研资助项目(O5JS43).

NMR Characterization of the Reaction Product of l-Menthone Hydrazone and Nitric Oxide

 YANG De-Suo*, LUO Xiao-Lin   

  1. Department of Chemistry & Engineering, Baoji University of Arts & Science, Baoji 721013, China
  • Received:2011-12-13 Revised:2012-01-20 Online:2012-09-05 Published:2012-09-05
  • Supported by:

    陕西省科技厅专项计划资助项目(2009K01-51),陕西省重点实验室重点科研资助项目(O5JS43).

摘要:

在温和条件下手性薄荷酮腙(1)与NO在痕量O2存在下发生偶氮-硝化反应,高选择性的生成α-硝基偶氮化合物. 通过DEPT谱、1D NOE差谱和1H-1H COSY,HSQC等2D NMR技术对目标化合物2(2,4-二硝基苯基-1-硝基-(2-异丙基-5-甲基)环己基-二氮烯)的1H,13C NMR 谱的信号进行了全归属和较详细的解析,确定了目标化合物2的结构.

关键词: 核磁共振(NMR),  2D NMR, 薄荷酮腙, α-硝基偶氮化合物

Abstract:

A chiral l-menthone hydrazone (1) reacted with nitric oxide in the presence of trace oxygen. This is a novel tandem nitration-azotization reaction, yielding α-nitro azo-compounds (2, E-1-(2-isopropyl-5-methyl-1-nitrocyclohexyl)-2-(2, 4-dinitrophenyl) diazene) in high stereo selectivity. The structure of the reaction product was characterized by DEPT, 1D NOE and 2D NMR techniques including 1H-1H COSY and HSQC. The 1H and 13C NMR chemical shifts of the compound were assigned.

Key words: NMR, 2D NMR, l-menthone hydrazone, α-nitroazo-compounds

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