I'm erasing the iPhone and we shall see if that fixes things.
I had erased the iPhone before installing iOS 5 and let iTunes reload everything on the phone. I had to re-arrange the apps, but that was the worst of it until I realized my address book was empty.
I have synced and re-synced the addresses in iTunes. I even called Apple Support, but they were too busy with new iPhone activations to help me (I paid $99 for support, and they're too busy?!?!)
I completely erased the iPhone and restored factory settings. Then I set it up (again) using the restore function in iTunes. Everything copied back over the the iPhone except for my address book.
It did not work.
I also set up my macbook pro (not my Mac PRo) as the primary account (fortunately, my iTunes library is on an external USB drive). I plugged the drive into my laptop and started up iTunes while holding down the option key. I navigated to my external drive and selected the iTunes folder on that drive. iTunes instantly recognized the library and loaded it up.
Then I connected the iPhone 4, checked the "Address Book" sync item in the "Info" tab, and synced. Same result - no address book on the iPhone 4.
I'm having the same issue with iTunes failing to sync my Mac Address Book to my iPod with 5.1.1.
- toggling the iTunes/Info sync settings for my iPod Contacts
- Selecting iTunes/Info to sync Contacts from the Mac to the iPod on the next sync
- Erasing my iPod and restoring it ( iTunes failed to restore non-Apple app data :-(
- Manually going through thousands of Address Book entries to purge blanks or anything suspicious
And still, iTunes fails to sync any changes I now make to my Mac Address Book.
Someone suggested it might be a single corrupt Address Book contact, so I also deleted the Library/Application Support/Address Book pList file, but I still have the problem.
So my iPod is now useless for Address Book changes on my Mac. Very sad...
While the suggestions above that apparently helped Steve as well as many other suggestions I found online had not solved my issue, the following Apple article did fix my Mac Address Book not syncing to my iPod Contacts:
The article suggests first resetting SyncServices, but that did NOT work for me.
But then doing the next 28 steps suggested in the article (after resetting sync services) did solve my problem of changes in my Mac Address Book failing to sync to my iPod. Because I had some 30 Address Book Groups and thousands of contacts, this was a tedious process, but it did work.
For some reason, this article failed to display when I searched Apple.com for Address Book sync issues. But thankfully I found the link in someone's discussion on MacRumors.com. So I thought I'd post it here in hope it helps others avoid the time and pain I experienced before I found it.