1. From what we saw of the game cutscene of them fighting I would still say it's a stalemate there.
2. Depends on which weapons you're talking about. There's certain ones Leon has shown himself to be better with than Chris and vice-versa (well, in previous games). Ironically, RE6 doesn't really give us any better an idea of who would win between Leon and Chris than what people were debating with before.