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>Genwun: Literally unplayable, remakes adds a shit ton of content
>Gentwo: Barely playable, remake adds a shit ton of content
>Genthree: Still holds up pretty well, just needed the Phys/Spec split. Remake adds a bunch of trash
>Genfour: Holds up absolutely fine. There is no new mechanic added past Gen 4 that could be added to improve.
Honestly as far as mechanics go, Gens 4 and 5 were a complete game. There's a reason everything after felt like shit.
Gradually adding items, abilities, the Phys/Spec split over the years served to add depth to the gameplay. Megas and Z-Moves just feel like filler, any remake past this point is gonna be tainted by them.
The ideal scenario would have been Kanto remakes in Gen 3, Johto in Gen 4 and Hoenn in Gen 5 then stop.