I can’t vouch for whether it would work, but have you looked into CME’s WIDI gear..? There are some mergers in their product lineup that might allow you to do librarian tasks at the same time as you interface with the iPad.
Mind you, I'm wondering why you’d need this? Is there a scenario where you are doing file transferring AND something on the iPad at the same time? It’s possible there’s something out there that MIGHT work, but it seems an expensive solution to unplugging the iPad every now and again… How often do you need to do it? It occurs to me that Songbook is only really needed while performing, not when creating styles or OTS’s…
Life might be a lot simpler (and less expensive!) if you just unplug that iPad the few times you need to…
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An arranger is just a tool. What matters is what you build with it..!