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Updated: Aug 30, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
4-(piperidin-1-yl)pyridinium hexafluorophosphate at 150 K
Bruce D James1, Siti Mutrofin, Brian W Skelton
1Department of Chemistry, LaTrobe University, Bundoora, Victoria 3086, Australia.
Abstract:
Structural characterization of the title compound, C(10)H(15)N(2)(+).PF(6)(-), shows it to be ionic, with the pyridine rather than the piperidine N atom being protonated and forming hydrogen bonds to the counter-ions, resulting in two independent ion pairs. A number of unusual features are noted, in particular the remarkably close inter-ring hydrogen contacts [1.97 (3)-2.00 (3) A] and the considerable differences in the pair of cations, in respect of the torsion angles within the piperidine ring involving the bonds to either side of the N atom.
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