酮腙与一氧化氮的偶氮-硝化反应

Azotization and Nitration Reaction of Ketone Arylhydrazones with Nitric Oxide

在微量O2存在时,酮腙与NO发生偶氮-硝化反应,高选择性地生成了α-硝基偶氮化合物.产物结构经NMR,IR,MS,HR-ESI-MS和X射线单晶衍射等技术确证.通过高效液相色谱对反应体系中不同O2含量(空气)下的产物组成进行分析,结果表明体系中O2含量的控制对α-硝基偶氮化合物的生成反应的选择性有较大影响.

Ketone arylhydrazones reacted with nitric oxide in the presence of microquantitative amount of oxygen to give α-nitro azo-compounds in high selectively. The reaction occurred most likely by a tandem nitration-azotization reaction. Structures of the products were characterized by NMR, IR, MS, HR-ESI-MS, and X-ray crystallography. By analyzing the composition of products using HPLC under oxygen concentra-tion in system, the results showed that controlling oxygen content in the reaction system has a greater influ-ence on the reaction selectivity of producing α-nitro azo-compounds.