Does Windows Media and such tight IE integration in Win32 have? I'm not disagreeing with you about Apple, iTunes, Safari and QuickTime, but if you asked me, they're just copying the playbook from Redmond.
I think it comes down to an organizational choice. The BRIGHT thing to do is limit IT supported smart-phones to a particular range of well tested, security rich devices, regardless of platform choice. The ability to lock with secure access codes that are not a huge detriment to ease-of-use is a critical perspective for enterprise use, in my opinion. The XV6800 HTC seems well designed in this regard. Ability to encrypt removable media is also important.
But all smart phones are a vector for introduction of unwanted information onto the network and for leaking internal information outside of the network.
If the iPhone 2 offered compelling features for a reasonable price point with a justifiable TCO then it would make sense to make the iPhone the prefered device in the scenario I outline above. But, I doubt it will be these things.
One of my network engineers has an iPhone. It isn't on our corporate network currently.