I used to have no problem connecting my Nokia via Bluetooth from my iMac. However, with Bluetooth switched on my iPhone and iMac/MacBook Pro I cannot send files to my iPhone. The iPhone can see the iMac and vice versa but the connecting just goes around in circles without actually sending what is a very small file.
iMac 20" Intel Core 2 Duo MBPro 15" late '08 iphone 3GS 32GB, Mac OS X (10.6)
From what I am aware of, this is not possible. (it could just be the wrong details I read). Apparently iPhone bluetooth is only for peer connecting, headsets, car steroes etc. If anybody can confirm this is wrong then please leave advice on how to do this.