Hmm, that could be a fun plot point. I have been toying with the idea of sending Anna to the fae to try and find help though either lies or hell, even betraying the Pirates because she hates them...
As for Jack... yeah, it would be interesting. Jack's attitude to her would all depend on the circumstances I think. She's likely to bore him as she would have nothing that he wanted or needed and seems just too nice for her own good. Having said that if they were somehow introduced through Griff then Jack would pay more attention and, dare I say, actually be nice.