Why rl halides are less reactive towards nucleophilic substitution?
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hey guys
Aryl halides are less reactive towards nucleophilic substitution reaction as compared to alkyl halides due to resonance stabilization. Due to resonance, $$C-Cl$$ bond acquires partial double bond character and becomes shorter and stronger and cannot be easily replaced by nucleophiles.
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Self ionization of aryl halide will give phenyl cation which will not be stabilized by resonance. Hence, SN1 attack is not possible. Pi electrons of aromatic ring block backside attack of nucleophile. Hence, SN2 mechanism is ruled out.
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