Nucleophile always attacks on electron deficient site.
Presence of electron withdrawing groups such as NO2,CHO etc decreases the electron density on benzene nucleus, hence such groups activate the ring towards nucleophilic attack. While presence of electron releasing groups such as R or OR increases the electron density, thus deactivates the nucleus towards nucleophilic attack.
NO2 group activates the ring more than Cl towards nucleophilic attack,