Do what thou wilt shall be the whole of the Law.
It's hard to say. After all, it's impossible to transfer Pokemon between Generation I & II and the current Generations. Now, you can transfer Pokemon between Generations III-V and since all current regions are transferrable between these games, there is no reason for them to create a remake of Ruby/Sapphire/Emerald.
... Unless they were to go Nintendo 3DS on us. And they will.
... Or unless they were a for-profit corporation that needs to keep a certain number of people employed and is allied with a bigger for-profit corporation that sees the Pokemon games as a valuable franchise. After all, the only reason I own a Nintendo system is to play Pokemon, I had Sega systems prior to Pokemon. I don't own any other games for Nintendo than Pokemon games - I'm just not interested, tbh.