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Another way of thinking about this, in case Ben's response above isn't fully clear is:
This is a computer game, not a bunch of tiny little people inside your computer running their own football league.
Meant tongue in cheek, obviously, but for a reason. You're looking for the human logic behind it. That's not the right angle. The developer looked at real football and concluded that, in reality, big-salary players are effectively untradeable. So, he basically added that as a check in any trade process, and certain players just become cut-only candidates. That's as far as it goes, no more turtles, no more logic of the other GM applies, that's it.
So, you can doctor up the most absurd set of circumstances that you like... and for no beneficial reason at all offer massive draft capital to get someone to take away a bad salary. (I say no benefit because, in this game, the cap effect on your team from a trade versus a cut is none at all, unlike the real work where complicated contract provisions may change things) It won't work, the game is hard coded against stupidity that seemed unreasonable.
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