Hi I've unselected some items on my itunes because Idid not want them synced however they do not play when I have it on shuffle. Is there any way to fix this? I've searched through all of the options couldn't find anything.

You mean they won't play on your iPod? - That's because you haven't Synced them?

Rather than unticking songs you should use playlists to select which songs to sync. Add the music you want on the iPod to a playlist then sync that.

Unticking tells iTunes to ignore a song so it will ignore it on random play.