Molecules 2009, 14(4), 1546-1560; doi:10.3390/molecules14041546
Article

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

1 Department of Chemistry, Shaoguan University, Shaoguan 512005, P. R. China 2 School of Pharmaceutical Science, Sun Yat-Sen University, Guangzhou 510275, People’s Republic of China
* Author to whom correspondence should be addressed.
Received: 14 March 2009; in revised form: 9 April 2009 / Accepted: 10 April 2009 / Published: 14 April 2009
(This article belongs to the Special Issue Coumarins and Xanthones)
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Abstract: 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.
Keywords: 4-Hydroxycoumarins; Zwitterion; Molecular structure

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MDPI and ACS Style

Zhang, S.-L.; Huang, Z.-S.; Gu, L.-Q. Pseudo-cyclic Face-to-face Rigid Structure Caused by the Intramolecular Ion Pair Effect. Molecules 2009, 14, 1546-1560.

AMA Style

Zhang S-L, Huang Z-S, Gu L-Q. Pseudo-cyclic Face-to-face Rigid Structure Caused by the Intramolecular Ion Pair Effect. Molecules. 2009; 14(4):1546-1560.

Chicago/Turabian Style

Zhang, Sheng-Ling; Huang, Zhi-Shu; Gu, Lian-Quan. 2009. "Pseudo-cyclic Face-to-face Rigid Structure Caused by the Intramolecular Ion Pair Effect." Molecules 14, no. 4: 1546-1560.

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