Pseudo-cyclic Face-to-face Rigid Structure Caused by the Intramolecular Ion Pair Effect

Molecules

Sheng-Ling Zhang²  Zhi-Shu Huang¹ 

[1] School of Pharmaceutical Science, Sun Yat-Sen University, Guangzhou 510275, People’s Republic of China; E-mails:;Department of Chemistry, Shaoguan University, Shaoguan 512005, P. R. China

关键词: 4-Hydroxycoumarins;    Zwitterion;    Molecular structure;   

DOI  :  10.3390/molecules14041546

来源: mdpi

【 摘 要 】

Six 3-methylpyridine zwitterions and six quinoline zwitterions were synthesized through the reaction of 4-hydroxycoumarins, p-benzoquinone and the corresponding N-aromatics. The novel pseudo-cyclic face-to-face rigid structure of the zwitterion was elucidated by ¹H-NMR at different temperatures, and assumed to be caused by both the intramolecular ion pair attraction and the steric interaction.

【 授权许可】

CC BY   
© 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.