The Reds’ quest to continue to add to the honours board brought them back to a city which holds tremendous significance for the club stretching back to that night in 2005.
And the encounter proved to be a momentous occasion for a number of reasons, one of which was the appointment of Stephanie Frappart, who became the first woman to referee a major European men’s game.
Jurgen Klopp‘s side were greeted by a Besiktas Park crowd who were heavily in favour of the team from Merseyside, but there was little to cheer about for large parts of the first-half as Chelsea came out on top to take a lead into the interval.
A topsy-turvy and controversial encounter would soon follow as the game was forced into extra-time with Mane again finding the net to establish a lead, before Adrian was penalised in the box moments later to allow Chelsea to equalise from the spot.
And while it was a night whereby players were left on a heap on the floor, one final push was required in a penalty shootout.
It was the perfect platform for Adrian to cement his place in club history and he did just that by denying Tammy Abraham to secure a 5-4 win on penalties, earning himself a mass celebration from his teammates and manager.