I've been confused about what the iPhone is supposed to do with Bluetooth. Apparently it's NOT for transferring files, because it seems to flatly refuse to do that (on more than one phone). The connection for sharing a BT network is easy to make, but other than this and headphones, just what DOES Bluetooth do on the iPhone? I get the impression it's not exactly "smoothly" implemented. Or that I simply haven't found "the list" of will-do and won't-do features.
Your having to reboot YOUR MAC to get the connection to work properly is just plain weird.