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8 shows two reduction peaks, the first at a potential of -0.75 V and the second at a potential of -1.15 V. After the addition of cyanomethyl anion, the two peaks desappeared.
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In the cases in which the reduction potential of the ylidenemalononitrile is more negative of the first reduction potential of S8, it is possible to obtain the Gewald product by potentiostatic reduction of a solution of solvent-supporting electrolyte containing S8 and the ylidenemalononitrile. We have carried out the selective electrochemical reduction of S8 in the presence of 1b, in a MeCN/Et 4NPF6 0.1 mol dm-3 solution, at room temperature, under an N2 atmosphere, on a Pt cathode, at a potential of -0.8 V vs. SCE. After 0.4 F/mol of 1b, the electrolysis was stopped and, after 1 hour at room temperature, the usual work-up gave 2b in a quantitative yield. This methodology, that is, the direct cathodic reduction of elemental sulfur, is slightly more complicated with respect to the one described in this paper, as a reference electrode and the supporting electrolyte are necessary
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2 atmosphere, on a Pt cathode, at a potential of -0.8 V vs. SCE. After 0.4 F/mol of 1b, the electrolysis was stopped and, after 1 hour at room temperature, the usual work-up gave 2b in a quantitative yield. This methodology, that is, the direct cathodic reduction of elemental sulfur, is slightly more complicated with respect to the one described in this paper, as a reference electrode and the supporting electrolyte are necessary.
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