I. Materials Gold (Au) voltammetry electrodes (3.0 mm diameter, 99.95%) were purchased from Prosense. Gold wire (0.025 mm diameter, 99.99 %) for electrolysis experiments were supplied by Sigma Aldrich. Anhydrous acetonitrile (99.8%), acetonitrile (ReagentPlus, 99%), dichloromethane (puriss p.a. ACS reagent 99.9%), diethyl ether (anhydrous, ACS reagent, 99.0%), tetraethylammonium bis(trifluoromethylsulfonyl)imide (97%) and tetrabutylammonium bis(trifluoromethylsulfonyl)imide (99%), bis(trifluoromethane)sulfonimide lithium salt (99%), silver trifluoromethanesulfonate (99%), deuterium oxide (99.9 atom % D), acetonitrile-d3 (99.8 atom % D), 1,3-diisopropylimidazolium chloride (97%) and 1,3-di-tertbutylimidazolium tetrafluoroborate (97%) were obtained from Sigma-Aldrich. Acetonitrile-d3 (99.8 atom % D) for electrolysis experiments, Cs bis(trifluoromethylsulfonyl)imide (98%) , and 1-iodopropane (99%) were obtained from Acros Organics. 1-Isopropylimidazole (98%) was obtained from abcr GmbH, Karlsruhe. 1,3-Dimethylimidazolium bis(trifluoromethylsulfonyl)imide (99%), 1-methyl-3-pentyl imidazolium bis(trifluoromethylsulfonyl)imide (99%), and 1,3-dipropylimidazolium bis(trifluoromethylsulfonyl)imide (98%) were purchased from Iolitec Ionic Liquids Technologies GmbH. Milli-Q water was taken from a Milli-Q Advantage A10 Water Purification System, Millipore (18 M.cm). 1,3-Di-tert-butylimidazolium tetrafluoroborate and 1,3-diisopropylimidazolium chloride were anion exchanged for NTf2 and were transferred to the glove box after vacuum drying.
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