Chemistry Reference
In-Depth Information
with.CPEs..Instead,.the.principal.conclusions.from.extensive.investigations.by.Ralph.N..Adams.
(R.N.A.).within.the.previously.highlighted.groups.of.organic.compounds.can.be.summarized.in.
the.following.way:
(i). Aromatic.amines..Presumably,.anodic.oxidation.of.aniline.and.some.of.its.ring-substituted.
derivatives.at.CPEs.in.acidic.media.takes.place.according.to.the.scheme.[3]:
H
H
-e
-
+
(7.1a)
N
+e
-
.
H
H
.
Formation of a radical ion
H
H
+
(7.1b)
N
+
N
H
H
.
H
.
Intramolecular rearrangement: dearomatization of the C-atom in position “4”
H
H
(7.1c)
N
+
N
+
H
.
H
H
.
Intramolecular rearrangement: transfer of the H-atom from pose “4” to “2”
continuing.by.condensation.reactions:
H
(7.2a)
N
+
2
NH
NH
2
H
.
H
.
Dimerization I
H
(7.2b)
N
+
2
H
2
N
NH
2
H
.
H
.
Dimerization II
H
H
+
N
+
+
(7.2c)
N
NH
NH
2
H
H
H
.
.
Alternate coupling
In. addition,. the. product. of. the. alternate. tail. coupling. (3.2c). can. be. further. oxidized,.
forming.the.following:
-2e
-
+2e
-
(7.3a)
N
NH + 2H
+
.
NH
NH
2
.
Subsequent oxidation I
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