Love that you're making a club activity out of the challenge, however don't forget to keep discussion focused on Red ;)
As for why it took so long for them to make an anime based on the actual characters, I believe Ash was originally going to be Red, especially considering his first rival was Gary, one, on whom it's definitely clear, was based on the rival from the games. Red's team in HG/SS was also heavily influenced by Ash's team in the anime, because how else would they think to give him a really overleveled Pikachu. But yeah, Pokemon was originally intended for a younger demographic, which, despite his repetitive acts of stupidity and the fact that he keeps resetting every time he travels to a new region, still love Ash, because he's just the type of comedic character they like. And while older fans hate him, and younger fan who've grown older have grown tired of him as well, it hasn't really changed their minds on giving those fans another show, despite their complaints, most likely because they were content with their views.
However, it's really clear that they're trying to make a second breakthrough with Pokemon X and Y, considering all the changes they've made, the other games that are gonna be released, etc., and it appears as though that they're also trying to drag the old fans back into the games again, by bringing back a lot of things from the previous generations. First of all, they seem to have a big focus on Mewtwo in this generation, considering he was brought back with a mega evolution, and has a lead role in the upcoming movie. And they've already given mega evolutions to starters from previous gens, (all three starters of the first gen games, and Blaziken in gen 3 so far, two of the most popular generations of games so far), which they've also made available in the games. In Black and White they were really focused on making the generation its own, and allowing very few Pokemon from previous generations to be caught in the games. They obviously realised this was a mistake once B2W2 were out, and with what they're doing with X&Y now.
And then there's the special of course. No one really knows how long it's gonna be, but this is clearly for the older fans, and whether it's just a gift from Nintendo, or if it's part of their scheme to draw in older fans, I don't know, but I think it's the right choice. If the special turns out to be well made, then I'm sure fans would be supportive enough to try and have it made into its own series, the question is just whether or not Nintendo will do that :p
But yeah, totally excited for the special. I just hope they don't make Red into another Ash character, and actually give us someone who's good at battling this time ;)