酮腙与一氧化氮的偶氮-硝化反应  

Azotization and Nitration Reaction of Ketone Arylhydrazones with Nitric Oxide

作　　者：杨得锁[1,2] 郭亚宁[1] 朱海云[1] 吴隆民[2] 

机构地区：[1]宝鸡文理学院化学化工系,宝鸡721013 [2]兰州大学功能有机分子化学国家重点实验室,兰州73000

出　　处：《有机化学》2010年第12期1904-1910,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No20572040);陕西省科技厅专项计划(No2009K01-51)资助项目

摘　　要：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.

关 键 词：酮腙 一氧化氮 α-硝基偶氮化合物 

分 类 号：O621.25[理学—有机化学]