Chemistry Reference
In-Depth Information
Figure 6.29 Schematic representation of (a) a
two-inlet microflow reactor system and (b)
parallel laminar flow in the reactor. The
illustrated model reaction is anodic substitution
reaction of N -(methoxycarbonyl)pyrrolidine
with allyltrimethylsilane
The use of parallel laminar flow in a microflow
electrochemical reactor also enables
chemoselective cathodic reduction to control
product regioselectivity in electrochemical
carbonyl allylation [78]. Electrochemical
carbonyl allylation can produce either γ- or
α-adducts depending on whether the aldehyde
or allylic halide is reduced by the cathode. If the
aldehyde has a higher reduction potential, the
allylic halide is predominantly reduced to give
the γ-adduct, but if the reduction potential of
the allylic halide is higher, the aldehyde is
reduced preferentially and the α-adduct
generation is favoured. Control of product
selectivity (regioselectivity in this reaction)
therefore requires that either the allylic halides
or the aldehydes should be reduced
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