Polymer foams with high internal phase were prepared based on 4-vinylbenzyl chloride (VBC) and divinyl benzene (DVB), where quinine was integrated into the polymer framework, with a post-polymerisation modification of hypercrosslinked polyHIPE by substitution of free chlorine atoms with deprotonated quinine. As well as by ether monomer synthesis, which was prepared from VBC and quinine, where the chiral framework of quinine served later for synthesising a chiral electrophilic fluorinating agent. Synthesised polymers were purified by Soxhlet extraction, and their chemical composition was analyzed by FTIR spectroscopy and elemental analysis. Furthermore, the morphological properties of the materials were analyzed by nitrogen sorption and scanning electron microscopy.
Afterwards, the quinine bicyclic moiety's nitrogen was fluorinated with SelectfluorTM. When the success of fluorine transfer was determined by iodometric titration, the polymer materials were further used for electrophilic fluorination of 1,3 dicarbonyl substrates based on 1,3-diphenylpropane-1,3-dione and ethyl 2 oxo-3-piperidine carboxylate which were then characterized by 1H and 19F NMR and chiral HPLC to determine the enantiomeric excess or the diastereomeric excess by the chemical shifts in 19F NMR spectra.
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