I wonder what would happen if Jiraiya is able to land the genjutsu he used on one of the Pain’s which is called the “Demonic Illusion: Toad Confrontation Chant”. If the Sharingan can’t counter that then Itachi is fucked. I voted prematurely, I think Itachi can get out of that genjutsu but I’m not sure.
“The genjutsu can only be undone when the user gives the order or by having Mount Myōboku's secret Stone Swords driven into the victim's heart.[1] After the song is finished, the toads' throats are left strained and require rest.[5]”