Red Star Belgrade, who won Europe's premier club competition in 1991, engineered a 2-0 home victory against HJK Helsinki thanks to a Richmond Boakye header and substitute Milan Pavkov's sweeping 90th-minute finish.
Rangers joined Barca in the last eight despite losing 2-1 at Red Star Belgrade, progressing 3-2 on aggregate.
IMAGES from the UEFA Champions League matches played on Wednesday
Manchester City have one just victory from their last 10 games across all competitions.
Images from action in the Europa League matches on Thursday.
