Can't download music bought from within iPhones iTunes?

I've been trying to buy some songs directly from iTunes on my iPhone (3GS, ios 5.1.1). I can buy it alright (and I get charged...), but the downloads never works. The progress bar fills up and then there is an error messages saying the song couldn't be downloaded - try again. I've tried several different songs and I've tried to reset the phone but nothing can make me download stuff that I've bought Anyone got a clue?

It is no difference if I'm on wifi och cellular, same results. I get the music I've bought on the phone on my iMac's iTunes, however it does not sync. Or, rather on the iPhones panel in the computers iTunes I can see the song but they are gray and have the little sync symbol next to them.
I've tried to uncheck/check/sync the music but no music finds its way to the iPhone. Should this indicate that the problem lies with the phone and/or the music app on the phone? And in that case, is there a way to fix it without a total reinstall of the iPhone?

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