Jürgen Klopp’s Liverpool have only been knocked out of the Champions League by Madrid clubs:

2017-18: Real Madrid (final)
2018-19: 🏆 (won in Madrid)
2019-20: Atlético Madrid (Ro16)
2020-21: Real Madrid (quarterfinal)
2021-22: Real Madrid (final)
2022-23: Real Madrid (Ro16)

🙃