Multisubstituted Imidazolo[4,5-d]pyridazine Fused Ring System Resulting from Nitroamine-Nitroimine Tautomerism

被引:15
作者
Hu, Lu [1 ,2 ]
He, Chunlin [1 ]
Pang, Siping [1 ]
Shreeve, Jean'ne M. [2 ]
机构
[1] Beijing Inst Technol, Sch Mat Sci & Engn, Beijing 100081, Peoples R China
[2] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
基金
中国国家自然科学基金;
关键词
D O I
10.1021/acs.orglett.1c02876
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of multisubstituted imidazolo[4,5-d]pyridazine fused ring compounds was synthesized in which nitroamine-nitroimine tautomerism is exhibited. The electrostatic potential indicates that the nitroimino group has the lowest negative value, second only to the nitro group, culminating in the nitroamino area, which has the highest positive value. In addition, a strong hydrogen bond system which arises from the newly formed nitroimino tautomer suggests that the nitroimino is more stable than its nitroamino analogue.
引用
收藏
页码:7860 / 7864
页数:5
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