While not in the actual timeline of EU4, the US did this in the Mexican-American War. America took nearly half of Mexico, but it gave Mexico money when it really did not have to. Everyone here is talking about province trades but really the winner should be able to give money in order to take more (provided the looser still exists after the war).
Probably the most historically relevant example. I could see giving ducats to gain warscore at the peacedeal screen as something that could be implemented without too much possibility for human over ai abuse, and it is easy for the ai to understand. Who is in charge of ai? We should ask them about the feasability.