692776-50-4Relevant academic research and scientific papers
Borane adducts of punicine and of its dehydroxy derivatives (pyridinium-1-yl)-2- and 3-phenolates
Freese, Tyll,Hübner, Eike G.,Herzberger, Colin,Lederle, Felix,Liu, Ming,Namyslo, Jan C.,Nieger, Martin,Otto, Christian F.,Schmidt, Andreas
, (2020/10/13)
The natural product punicine (Punica granatum) exists in two tautomeric forms, the cross-conjugated mesomeric betaine 1-(pyridinium-1-yl)-2-hydroxy-phenyl-5-olate and the conjugated mesomeric betaine 1-(pyridinium-1-yl)-5-hydroxy-phenyl-2-olate. Punicine
Intermolecular interactions of punicin derivatives
Albrecht, Marcel,Gjikaj, Mimoza,Schmidt, Andreas
experimental part, p. 7149 - 7154 (2010/09/30)
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.
