Why are song purchased on my imac not automatically downloading on iphone 5?

After an update I noticed my itunes on my iphone 5 was all in disorder. The purchase playlist that has always been automatic/updated on it's own now was all messed up. Album art wasn't correct. I seemed to fix the problem by doing a backup. Now when I purchase a song via itunes on my iMac the song doesn't automatically download/sync with my iphone.
When purchsing a song it would download onto my mac then be on the playlist "Purchased". Without me having to plug in the phont to the Mac.. unsure what happened or how to fix this.

Try a reset ..
Press and hold the Sleep/Wake button and the Home button together for at least ten seconds, until the Apple logo appears.
If that doesn't help, tap Settings > General > Reset > Reset All Settings
No data is lost due to a reset.

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    From: Where are my iTunes files located?
              http://support.apple.com/kb/ht1391
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