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Updated: Aug 22, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
4,4'-(Ethene-1,2-diyl)dipyridinium bis(2-hy-droxy-3-meth-oxy-benzoate)
Devin J Angevine1, Jason B Benedict1
1Department of Chemistry, The State University of New York at Buffalo, Buffalo, New York 14260-3000, USA.
Abstract:
In the title double proton-transfer salt, C12H12N2 2+·2C8H7O4 -, consisting of a 1:2 ratio of 4,4'-(ethene-1,2-diyl)dipyridinium cations (trans bipyridinium ethyl-ene) to 2-hy-droxy-3-meth-oxy-benzoate anions (o-vanillate), the complete cation is generated by crystallographic inversion symmetry and it is linked to adjacent o-vanillate anions by N-H⋯O hydrogen bonds, forming trimolecular assemblies. The trimers are linked by C-H⋯O hydrogen bonds as well as aromatic π-π stacking inter-actions into a three-dimensional network. The anion features an intra-molecular O-H⋯O hydrogen bond.
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