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Aromatic compounds bearing a number of potent electron-withdrawing substituents in addition to a leaving group can often undergo nucleophilic substitution as an alternative to electrophilic substitution. The standard mechanisms of $mathrm S _ mathrm N two$ and $mathrm S _ mathrm N one$ reactions are impossible due to $s p^ two $ -hybridization at the carbons of the benzene ring, but a mechanism that will involve nucleophilic addition accompanied by elimination, referred to as $S_ mathrm N mathrm Ar $ (nucleophilic aromatic substitution), is feasible.
Attack by a carbon atom with a carbonyl team would give an alcohol and at the same time sort a carbon-to-carbon bond. How can we generate a C atom in an alkane nucleophilic? This was attained by Victor Grignard, who developed the organometallic reagent $mathrm R -mathrm MgBr ,$ with the subsequent response in diethyl ether:
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In the initial step of the next example, addition of a hydroxide ion to $p$ -nitrochlorobenzene generates the carbanion; then elimination of the chloride ion yields the substitution solution given that the aromaticity with the ring is recovered.
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