（）-2-芳基-1-氰基-1-硝基乙烯与二氮杂芴之间意外的反应过程：为何没有发生1,3-偶极环加成反应？
Unexpected course of reaction between ()-2-aryl-1-cyano-1-nitroethenes and diazafluorene: why is there no 1,3-dipolar cycloaddition?
作者信息
Jasiński Radomir, Kula Karolina, Kącka Agnieszka, Mirosław Barbara
机构信息
Institute of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow, Poland.
Department of Crystallography, Maria Curie-Skłodowska University, Maria Curie-Skłodowska 3, 20-031 Lublin, Poland.
出版信息
Monatsh Chem. 2017;148(5):909-915. doi: 10.1007/s00706-016-1893-5. Epub 2017 Mar 22.
ABSTRACT
Reactions between ()-2-aryl-1-cyano-1-nitroethenes and diazafluorene lead to acyclic 2,3-diazabuta-1,3-diene derivatives, instead of the expected pyrazoline systems. DFT calculations suggest that this is a consequence of formation of zwitterionic structure in the first stage of the reaction. It must be noted that this is a specific property of the ()-2-aryl-1-cyano-1-nitroethenes group, in contrast to most other conjugated nitroalkenes.
摘要
（）-2-芳基-1-氰基-1-硝基乙烯与二氮杂芴之间的反应生成的是无环2,3-二氮杂丁-1,3-二烯衍生物，而非预期的吡唑啉体系。密度泛函理论计算表明，这是反应第一阶段形成两性离子结构的结果。必须指出的是，与大多数其他共轭硝基烯烃相比，这是（）-2-芳基-1-氰基-1-硝基乙烯基团的一个特殊性质。
Zotero 插件