Santana for a SP seems to make the most sense. I like Youk a lot, as well as Holliday. Go whichever way based on what your team needs more.
While the second trade is okay, your pitching could use a solid arm. I might suggest Latos/Chacin who have been down recently but could make a rebound. Heck, maybe even try for a Marcum/Romero type?
I apologize for the lack of detail in the catcher trade, as I honestly never see catchers valued the same way twice. I guess it depends on your league and who needs a catcher and how badly they need one.
Thanks for the help on mine! Cheers!