I am stupid and may not see how to put music on iphone

To make my question bit mor clear, I have two accounts on my Mac and each has its own iTunes library with bought content from iTunes store. Each bought content was bought with different iTunes store accounts. And here comes the trouble in my case:
I like to copy a bought album from my iTunes library to the iPhone of my wife. My own iPhone is synced with my library, her iPhone is synced with her library in her Mac account.
As I connected her iPhone to the Mac as I am in my Mac account and tried to put some music to her iPhone, iTunes asked me, if I like to do that, but if I continue, her iPhone will lost all the content from her account and will be synced after then with my iTunes library. Thats was not what I wanted. I liked to add only a album to her iPhone.
Moving over to her Mac account and using in this case the library sharing feature, the content of my library is not selectable in the iPhone sync window.
What wrong with my wish? Did Apple give me the right to use my bought songs on different Macs and unlimited iPods/iPhones?

As I tried some weeks before to convert such a song from the store to another format from m4p, iTunes told me, thats not possible because of digital rights.
If those tracks were not iTunes Plus, they would have the copy protection that would prevent them from being converted. But you may be able to upgrade them to iTunes Plus for a small charge per track (it's 30 cents per track in the US; I don't know what the charge is in Germany). Make sure you're signed into your iTunes Store account and look at the upper-right of the iTunes Store main page under the Quick Links - Alles Auf Einen Klick in the German Store - for an Upgrade to iTunes Plus link (sorry, I'm not sure how it will be phrased in German). If that link appears, click on it and see if the tracks you want to use are listed there; not all tracks were licensed to Apple as iTunes Plus. If they are, then you can buy the Plus versions, which not only have no copy protection but are also of higher quality.
Regards.

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