Nucleophilic aromatic substitution
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Nucleophilic aromatic substitution
A nucleophilic aromatic substitution is a
substitution reaction
in
organic chemistry
in which the
nucleophile
displaces a good
leaving group
, such as a
halide
on an
aromatic ring
. There are 6
nucleophilic substitution
mechanisms encountered with aromatic systems:the SNAr (addition-elimination) mechanismthe aromatic
SN1
mechanism encountered with
diazonium salts
the
benzyne
mechanismthe
free radical
S
RN
1 mechanism
the
ANRORC mechanism
Vicarious nucleophilic substitution
. The most important of these is the SNAr mechanism, where
electron withdrawing groups
activate the ring towards nucleophilic attack, for example if there are
nitro functional groups
positioned
ortho
or
para
to the
halide
leaving group.
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