期刊
TETRAHEDRON
卷 66, 期 35, 页码 7149-7154出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.06.079
关键词
Pyridinium-phenolate; NMR titration; pi-Complex; Quinhydrone
The 2- and 4-methyl derivates of punicin [N-(2',5'-dihydroxyphenyl)-pyridinium chloride] were subjected to Knoevenagel reactions. Starting materials as well as reaction products were examined with respect to homo and hetero-intermolecular interactions. It was found that N-(2',5'-dihydroxyphenyl)-2-methylpyridinium chloride forms a stable 2:1 complex to hydroquinone. Decomplexation can be accomplished by anion exchange to tetraphenylborate, or by competing complexation with p-benzoquinone. Results of three single crystal X-ray analyses as well as NMR titrations and dilution experiments are presented. (C) 2010 Elsevier Ltd. All rights reserved.
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