Skip to main content
. 2020 Mar 20;11(15):3820–3828. doi: 10.1039/c9sc06010c

Electrochemical data of BIP and BI2P analogs in acetonitrile.

Compound CalculatedaE1/2 (V vs. SCE) ExperimentalbE1/2 (V vs. SCE) ΔEp (V) i c/ia
1 1.00 0.99c 0.07c 0.76c
2 0.93d 0.93c 0.07c 0.65c
3 0.77 0.77 0.07 0.83
4 0.61 0.61 0.10 0.67
1′ 0.91 0.93 0.11 0.88
2′ 0.77 0.87 0.11 0.98
3′ 0.72 0.71 0.10 1.00
4′ 0.55 0.55 0.11 0.98
a

Each computed redox potential assumes the maximum number of intramolecular proton transfers. The redox potentials corresponding to the intermediates that would arise from only some of these proton transfers are shown in Table S25.

b

The potential of the pseudoreference electrode was determined using the ferrocenium/ferrocene redox couple as an internal standard and adjusting to the saturated calomel electrode (SCE) scale (with E1/2 taken to be 0.40 V vs. SCE in acetonitrile).35

c

Values from ref. 26.

d

Reference potential for all compounds in this table; agrees by construction.