Considering your signature youre a J man fan, isnt it a little sad to be such a fan of a fictional character that you put such strong points into a hypothetical situation??omg.......
1)tsukiyomi wouldn't even effect j-man.
2)amaterasu can't catch j-man.
3)susanou can't catch him in hermit mode.
jiraiya is too DEFENSIVE.
once he activates susanou, jiraiya just gets inside a frog until itachi uses up his chakra.
then BAM jiraiya bitch slaps emo fag.
end of story.
also the whole theory of itachi running from jiraiya BECAUSE he didn't WANT to fight a comrade is stupid. it didn't stop itachi from bringing kakashi to near-death twice. why would he almost kill kakashi and not touch jiraiya? because he's a scared little uchiha biatch.
It is very evident itachi didnt want to fight with jiraiya because he said EXACTLY "Even if we got more akatsuki members, the result would be the same"
Pein whooped J mans ass, that result is the same, itachi knew he could defeat J man, and used certain wordings to make kisame follow him, instead of outright saying "dude, im not really much of a fan of akatsuki, do we have to do this?"
Also itachi hated fighting, he only fought when someone attacked, and if i remember rightly kakashi instigated and provoked BOTH fights.
as for your numbering
1.J man said explicitly that he was not good at defending Genjutsu, he said this on the boat with naruto when training him to defend against it, tsukyomi is the best weapon to attack jiraiya with for that very reason.
2.Its amazing how you can know exact speeds of these shinobi when all we have seen is pictures, amaterasu has shown to be extremely fast, and spread extremely wide areas, within minutes of itachi using it, it was big enough to change the environment around them.
Also itachi is known to make seals faster than even kakashi, and move faster than any other ninja known, his attacks are fast and efficient, to say whether theyre faster or slower than J man is impossible, until we see the anime and even then, its still rough guesswork on what our eyes see and how the animators draw it
3.i dont believe susanos job is to "catch" shinobi, not just that but it caught orochimaru pretty fast, if jiraiya is so much faster than susano, then jiraiya is a HELL OF A LOT faster than orochimaru, which begs the question, why do we know J man and orochimaru have been rivals since forever, and how come each time orochimaru has escaped with no permanent damage at all.
Oro and J man are obviously equal in power, and orochimaru personally is stronger given how he had no trouble against J man EVEN WITH DEAD ARMS and not able to make any jutsus, sure J man was poisoned, but he was still able to use seals, jutsus, and summons, just not AS effectively, but guess what, oro couldnt use any at all, that puts J man at an advantage, and oro still had no attacks against him, he got away totally unscathed from J man.
4.I love the way you seem to think him going inside the belly of the toad makes the toad invincible to susano?
I also love the way you think itachi (one of the smartest shinobi around) would stand around aimlessly and waste chakra.
Sorry but you obviously havent thought about the sheer schematics and probabilities of the fight outcome at all, youre just following J man around like a fan-girl with a "J man can do anything" attitude.
I dont particularly like Itachi THAT much, im not a fan of the whole sharingan worshipping in the series and as soon as the uchiha piss off the better the series will be, but there is no denying that itachi was strong enough to keep madara from making his plans, even with pein konan and zetsu under his full control and order.
Logically doesnt that suggest Itachi was a severe threat to madara and his plans?
Which shows itachi had the strength to equalise, or beat pein, and madara.
Pein of which whooped J mans ass, and madara of which COMMANDS PEIN, logically suggesting Madara is stronger than pein, logically suggesting itachi is stronger than pein too, and therefore J man.
Itachi has yatas mirror, it doesnt require chakra, it is a legendary item that deflects ALL attacks, zetsu himself said itachi is invincible.
J man at the very best, as with all other ninja, can only equalise and escape from itachi.
Itachi NEEDED to "save" his little brother, he needed to get him into a corner with nothing left, yatas mirror made that job a helluva lot easier, and he would make sure such an item had no hidden weakness.
Every legendary item so far lives up to the hype, and hasnt been broken etc.