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. 2016 Apr 8;7(7):4685–4693. doi: 10.1039/c6sc00614k

Table 1. Anodic and cathodic half-wave potentials values (mV) measured using CV for selected [4]helicenes (10−3 M) in acetonitrile ([TBA][PF6] 10−1 M) at a Pt electrode (Ø = 3 mm, ν = 0.1 V s−1), E vs. Fc/Fc+. Compounds are ranked by increasing first oxidation potentials. Redn and Oxn represent the n successive reduction and oxidation processes, respectively.

Molecule Functional group (Y) Reductiona Oxidationa
Red1 ΔE(Red1)b Red2 Ox1 ΔE(Ox1)b Ox2
5 NO2 −970 −256 −1778 1304c 420
6 CHO −1059 −167 −1269 1131 247
17c CO2Et −1091 −135 1084 200
17f CONHPr −1120 −106 −1877 1000 116
1 H −1226 0 884 0
9 N3 −1094 −132 −1834c 769 −115 1275c
16 CO2 −1285 59 711c −173 1006
15 OMe −1164 −62 640 −244 1258c
7 NH2 −1201 −25 354 −530 781c
8 NMe2 −1191 −35 342 −542 673
a

Half-wave potentials values, otherwise noted.

b

Potential difference compared to the first reduction or oxidation waves of compound 1.

c

Irreversible process.