In Limewires options or preferences, have you gone to iTunes>importing and checked the box ."enable iTunes importing". This is a newish feature on the windows version but if you have a recent version it should be there. You will find that this, if you have it working, will most likely not work 100% of the time.
The "deb's Limewire tunes" or what ever you call it in iTunes is not a typical iTunes playlist, but rather a list of the tunes you are sharing on Limewire.
The following thread should be of interest:-
http://www.gnutellaforums.com/showth...threadid=36230
Let us know if this helps