Methods for Organic Electrosynthesis - Fundamentals and Applications of Organic Electrochemistry - page 64

Allylsilanes usually react with electrophiles, but
their electrochemical oxidation generates allylic
cations, which react with nucleophiles as shown
in Eq. 4.3 .
(4.3)
Electron-rich benzene derivatives usually react
with electrophiles, while they can react with
nucleophiles by electrochemical oxidation ( Eq.
4.4 ).
(4.4)
Furthermore, industrialized electroreductive
hydrodimerization of acrylonitrile, shown in
Eq. 4.5 , is also a typical example of umpolung
using cathodic reduction.
(4.5)
4.3.2 Selectivity
The selectivity of electrolytic reactions is rather
complicated since it is controlled by many