Hardly. Check the specs here:
http://ark.intel.com/Compare.aspx?ids=43546,33911
Core i5 processors are Core 2 Duo's in disguise, not quads. And they use DDR3 which is an expensive board + RAM upgrade. Not a big enough jump IMHO.
Rather upgrade your graphics card.

Your E8500 is still a gem chip.
*Edit* I missed the part about upgrading Trinity's rig. So your E8500 would go to her? If that is the case, it's a very small upgrade for you but a huge upgrade for her. At least the Core i5 won't cost you an arm and a leg - real value processors and high speed.
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