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4 protocols using sodium hexafluorophosphate

1

Quantitative Analysis of Cytisine and Desmoxan

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Standard of cytisine and Desmoxan® (pharmaceutical formulation, micronized capsules 1.5 mg) were obtained from Aflofarm (Pabianice, Poland). Methanol (MeOH), acetonitrile (ACN) of chromatographic quality, diethylamine (DEA), acetic acid (99–100%), formic acid (98–100%), sodium acetate, ammonium acetate, ammonium formate and water for LC-MS were purchased from Merck (Darmstadt, Germany). Water for HPLC-DAD and HPLC-FID analysis was double distilled. Sodium methanesulfonate, sodium hexafluorophosphate and sodium chlorate were obtained from Sigma-Aldrich (Schnelldorf, Germany). Sodium dihydrogen phosphate and sodium chloride were from Polish Reagents (POCh) (Gliwice, Poland). 1-butyl-3-methylimidazolium tetrafluoroborate, sodium tetrafluoroborate were of analytical grade obtained from Merck (Darmstadt, Germany); 1-octyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-hexyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium nitrate, 1-dodecyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium methanesulfonate, 1-butyl-3-methylimidazolium chlorate, 1-butyl-3-methylimidazolium dihydrogen phosphate, and 1-butyl-3-methylimidazolium hexafluorophosphate were obtained from Hangzhou Sage Chemical (Hangzhou, China).
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2

Cytisine Extraction from Laburnum Anagyroides

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Acetonitrile (MeCN), methanol (MeOH), 1-butyl-3-methylimidazolium tetrafluoroborate, sodium tetrafluoroborate, formic acid, and ammonium formate of chromatographic quality were obtained from E. Merck (Darmstadt, Germany), 1-butyl-3-methylimidazolium hexafluorophosphate, sodium hexafluorophosphate, dimethyl sulfoxide (DMSO) were from Sigma-Aldrich (Saint Louis, MO, USA).
The standard of cytisine was obtained from Aflofarm (Pabianice, Poland). N-methylcytisine standard was purchased from Sigma-Aldrich (St. Louis, MO, USA).
Plant material was collected and identified in the Botanical Garden of Maria Curie-Skłodowska University in Lublin (Poland) in the spring of 2019.
Plants organs were cut into pieces and dried at ambient temperature for one to two weeks.
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3

Electrochemical Characterization of SWCNTs

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Arc discharge SWCNTs (purified, >95 % carbon), 1,2‐dichloroethane (DCE, ≥99.8 %), lithium chloride (LiCl, ≥99 %), tetramethylammonium chloride (TMACl, ≥99 %), sodium hexafluorophosphate (NaPF6, 99.99 %), potassium chloride (KCl, 99.8 %) potassium tetrakis (4‐chlorophenyl) borate (KTPBCl, ≥98 %), and bis(triphenylphosporanylidene) ammoniumchloride (BTPPACl, 97 %) were purchased from Sigma Aldrich and used as received. Dibenzo‐18‐crown‐6 (98+%) was a product of Lancaster Synthesis. The bis(triphenylphosporanylidene) ammonium tetrakis(4‐chlorophenyl) borate (BTPPATPCl) used as the organic‐phase electrolyte was prepared as described previously.18, 27 Ultrapure water (18.2 MΩ cm resistivity, Milli‐Q Direct 8, Merck Millipore, USA) was used for aqueous solutions preparation.
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4

Sodium Metal Electrode Preparation

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Sodium cubes, bromo-propane, chloro-propane, iodo-propane, propylene carbonate (PC), ethylene carbonate (EC), diglyme, dimethoxyethane, sodium hexafluorophosphate, magnesium(II) bis(trifluoromethanesulfonyl)imide, were all purchased from Sigma Aldrich. Celgard 3501 separator was obtained from Celgard Inc. Glass fiber separator was bought from Whatman Inc. All the chemicals were used as received in after rigorous drying in a ~ 0 ppm water level and <5 ppm oxygen glove box; in order to make sure the sodium metal is not oxidized.
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