I think he will because after he killed itachi he felt bad so maybe he will try to get itachi's side of the story.....then again he might think it's a trick from the leaf so he's going to try and attack
He will shit his pants and be all like... i was being sarcastic because i thought dead people stay dead 0.o i didn't mean all that self-righteous bullshit i just wanna kill shit
itachi he gonna bump in middle of the fight between naruto and sasuke when the finishing move will be on then sasuke might have a changed of heart and defeat tobi