Enevhar Aldarion
Hero
Yep. If a player rolls a 16 and hits, he is unlikely to force a reroll hoping for a critical. Now, if he knows he hits on a 1, he probably will since it can't hurt.
Well, since rolling a 1 in combat is an auto-miss, no matter the amount of pluses you add, you may want to say "if he knows he hits on a 2". Because if you roll a 1 on the first roll, and you have a re-roll available, you are going to use it.

Now, if you are talking anything other than combat and death saves, then yes, there is a chance of success when rolling a 1.