Chemistry Reference
In-Depth Information
(4.86)
Oxidation of Aromatic Compounds:
Initially, one-electron transfer from the
aromatic ring occurs to generate a radical
cation on the ring. When an alkyl chain exists
on the aromatic ring, elimination of the
α-proton from the alkyl chain generates the
corresponding benzyl radical, which undergoes
further one-electron oxidation to generate
benzyl cation. On the other hand, in the case of
difficult elimination of the α-proton or
aromatics devoid of α-proton, the aromatic
radical cation is attacked by nucleophiles,
resulting in ring substitution with the
nucleophiles. In the absence of nucleophiles,
homo-coupling of radical cations or radical
intermediates takes place.
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4.7.1.2 Cathodically Generated Carbon
Species
Reduction of Alkyl Halides: The ease of
reduction of alkyl halides is related to the bond
energy of C-X, and hence iodide compounds
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