I just realized that the only people naruto has ever killed in the series where otsutsuki people (not counting movies) while boruto did hit momoshiki with the rasengan it was made from his fathers chakra so that was naruto's power that killed him, with Isshiki it was because of baryon mode that his life was cut so short that he died Kawaki just made sure he didn't get an extra life and both of these times he was an adult. Pain was already a dead body being controlled by Nagato, and while he did fatality wound kakazu he was still alive Kakashi was the one who ended his life