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Configuration-Specific Reaction of Nitric Oxide with Aldehyde Arylhydrazones
Authors:Yang Desuo  Zhu Haiyun  Guo Yaning  Wu Longmin
Institution:1. Department of Chemistry & Engineering, Baoji University of Arts & Science, Baoji, Shaanxi 721013, China;2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, ChinaTel.: 0086‐0917‐3566508;3. Fax: 0086‐0917‐3565255;4. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China
Abstract:Reactions of aldehyde arylhydrazones ( 1 ) with nitric oxide in the presence of trace oxygen gave exclusively (E)‐C(1′)‐nitrohydrazones ( 2 ) in high yield. The structure of products was confirmed by NMR, IR, MS and X‐ray crystallography. The reaction is assumed to be initiated by addition of NO2 to the imine double.
Keywords:nitric oxide  hydrazones  electrophilic  addition  configuration‐specific
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