background :
As proved by rate of EAS, mesomeric or simply conjugated resonance is weaker for halogens than inductive and make them electron taking, with fluorine almost doing nothing due to strongest mesomeric and strongest inductive among halogens, So, halogens should take electrons away from any system if they do it in a specially conjugated system known for many resonating structures
If we have simple carbocation as shown in the chlorine and carbocation, being right next to chlorine Inductive effect must overpower resonance/mesomeric but why the opposite happens?