I know someone who attempts this type of communication and it's incredibly ineffective, at least in the way they do it. The problem is when the focus is trying to make Y be true, and when X+Y are more complex. The person I have in mind loses track of X being false, asks if X is true then y must be true, gets a yes, then gets frustrated when it's repeated that X is not true.

Because the focus isn't on communicating. The focus is trying to make the discussion a logic puzzle.