Several important conclusions could be drawn from this initial study of the polymerization of monomer 4. First, cathodic reduction of monomer 4 rapidly produced polymer, as evidenced by 1 H NMR spectroscopy, GPC, and Raman spectroscopy. Second, the polymer was soluble in many organic solvents-an advantageous property for polymer processing. Third, the reaction was chemoselective: no reaction occurred at the alkene and polymerization was therefore due to a ring-opening reaction of the trisulfide functional groups. Different polymerization conditions were evaluated next, focusing on monomer conversion, polymer yield, Mw and Đ (Table ). Each reaction was run in a 20 mL undivided ElectraSyn ® cell containing monomer 4 (0.04 M) dissolved in acetonitrile (15 mL, 0.1 M nBu4NPF6). The polymer product was isolated and analyzed by GPC. The integrations of the resonances in the 1 H NMR spectrum of monomer 4 and the electrolyte (nBu4NPF6) were compared to determine monomer conversion of crude reaction mixtures. Entry 1 was run under a constant potential of -2.0 V versus Ag/AgCl in a cell containing two glassy carbon electrodes and an Ag/AgCl reference electrode. After 30 minutes, monomer conversion was calculated to be 66%, while isolated polymer yield was 32%. This indicated the method of purification by successive precipitation excluded lower molecular weight polymers which were soluble in acetonitrile. The isolated product had a Mw of 3370 g/mol and a Đ of 2.14.