I tow up to 2000 lbs with my TJ on 31's with 4.10's. Does it pull it? Oh yeah. Does it stop it? NOT a chance.
I would definitely invest some money in a trailer with good brakes or installing them if you don't have them, and making sure your TJ's braking system is up to snuff as well. I know when I hit the brakes with a loaded trailer, its like having the ABS kick on too early. I have to downshift and dump the clutch as well to keep from blowing stoplights if they sneak up on me.
I would say as you increase tire size, you will exponentially decrease what you can tow, as the tires create a larger rotating mass to stop.