I think this sounds like a very cool idea. Remember to add grain and add some scratched and dirt. And even play with the lighting for a bit of a more flat look. I can understand going for pan & scan, but it us rather ugly. Reframing the 2.35 image to something like 1.78 would be a faire trade off.

While Herrman was mentioned for music, I'd suggest going for other film noir scores as well. Laura was mentioned, and that had a very rich score which could be used for some of the early scenes - more idyllic Anakin. You also mentioned skipping on the music from Psycho, but Psycho does have some precedence in a Star Wars film. There was a cue from Psycho used in Star Wars.

I guess some of the cornier moments from the PT would work well. Especially weepy Padme in ROTS. While film noir is known more for the femme fatale, they have their share of weepy women.