"I have never seen a helicopter do a "loop", but I suspect the AH-64 could do it, but I also suspect that it is a "prohibited" manouver(sp)."
Yep, it's a prohibited manueverfor us line pilots. Until recently we were limited to +-30 degrees in pitch, +-60 degrees in roll by the -10. Last year we were authorized +-60 degrees pitch, and +- 120 degrees in roll. This was due to combat experience gained in OIF. This was to accomodate new manuevers like the pitch back turn, which is similar and has the same purpose as a return to target, but has the advantage of maintaining a bit more airspeed throughout the manuever (done correctly, anyways).
The way to roll past 90 degrees without packing it into the ground is to be in climb when you do it. Start with at least 90 KTAS, preferably more, pull up, roll towards the target before you bleed off too much airspeed, aft cyclic to bring the nose in line with the target, roll out and let her rip.
Even so, most of us rarely go all the way to the limits. There's simply no purpose in doing so.