There are familiar semantic paradoxes for "truth" and "reference", such as the Liar paradox and Berry's paradox. I would have thought that there should be similar paradoxes for "expression", i.e. for the relation between a sentence S and the proposition expressed by S. A quick duckduckgo search didn't come up with anything. Pointers?
Here is a Liar-style one I came up with myself. Assume propositions are sets of worlds (which is the case I'm interested in). Consider the sentence
E: E expresses the empty set.
If E is true, then the proposition it expresses contains the actual world, in which case E doesn't express the empty set. So E can't be true. Since we've just proved not-E from no empirical assumptions, ~E expresses the set of all worlds. Hence E expresses the empty set. So E is true. Contradiction.