Hmm. Tony Stark developed a "sub-nuke" missile for his War Machine armor's shoulder mounted missile launcher. He noted that the sub-nuke generates concussive forces equivalent to the detonation of 500 KILOTONS of TNT. The War Machine armor could fire SIX of those sub-nukes simultaneously, each with a range of several miles, each flying at supersonic speed, and each using a laser-guided targeting system. Granted, the practical use of such a weapon is severely limited for a multitude of reasons (the primary one being: it kills a lot of people and destroys a lot of property). Similarly, Stark developed an adamantium tipped missile for his base Iron Man armor. Keep in mind even the Hulk's super dense hide was pierced by SpeedFreek's rocket powered adamantium barb. An adamantium tipped missile could rip through him like a bullet through a ripe melon. The point is, a really mean/mad Tony Stark could annihilate pretty much anyone he wanted from miles away without even getting his hands dirty. Don't mess with Tony Stark...
If IM and WM go with the long range plan then yeah, but you need to remember that Tony Stark is too nice of a person to mercelessly kill Bruce Banner. Then again Tony would probly use some monster tranquilizers instead of bullets then after that it'd be a waiting game to see when the hulk finaly fell over. It could go either way here.