Why cannot aromatic primary amines be prepared by Gabriel phthalimide reaction?

Aromatic primary amines cannot be prepared by the Gabriel phthalimide reaction because the reaction involves the nucleophilic substitution of a phthalimide anion with an alkyl halide. Aromatic rings, however, are less reactive towards nucleophilic substitution due to their stable electron-rich nature. As a result, the reaction does not effectively yield an aromatic primary amine, as the aromatic system cannot be easily transformed into the required amine through this pathway. Instead, the reaction typically leads to aliphatic primary amines.