I believe Python has special case handling for sequences of relational operators to make range comparisons easy to express. It’s much nicer to be able to say
0 < x <= 5 than to say
(0 < x) and (x <= 5).
These are called chained comparisons. And that’s a link to the documentation for them.
With the other cases you talk about, the parentheses force one relational operator to be applied before the other, and so they are no longer chained comparisons. And since
False have values as integers you get the answers you do out of the parenthesized versions.