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

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 (1)H-NMR at different temperatures, a...

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Detalles Bibliográficos
Autores principales: Zhang, Sheng-Ling, Huang, Zhi-Shu, Gu, Lian-Quan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International (MDPI) 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254276/
https://www.ncbi.nlm.nih.gov/pubmed/19384284
http://dx.doi.org/10.3390/molecules14041546
Descripción
Sumario: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 (1)H-NMR at different temperatures, and assumed to be caused by both the intramolecular ion pair attraction and the steric interaction.