Chinese Journal of Magnetic Resonance ›› 2012, Vol. 29 ›› Issue (3): 401-409.

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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).

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

CLC Number: