Academy graduate Jarell Quansah was denied a dream first goal by VAR in the final minute of added time as Liverpool squandered the chance to secure qualification for the Europa League knockout stage with a 3-2 defeat in Toulouse.
The 20-year-old, replacing ill captain Virgil van Dijk in the side, poked home in the seventh additional minute to claim what would have been a barely-deserved point in southern France.
However, VAR alerted referee Georgi Kabakov to a potential handball after the ball bounced up off Alexis Mac Allister’s chest in the build-up and the Georgian official contentiously chalked it off.
Even a draw would have hardly papered over the individual errors and a lack of cohesion throughout a team registering nine changes.
Toulouse, who had won only three matches prior to this game, had been thrashed 5-1 at Anfield a fortnight ago but were an entirely different prospect on home turf, although they benefited from some shambolic defending.
Liverpool still top the group but their advantage has been cut to just two points and although they have the two weakest sides still to play Klopp’s 450th game in charge was not one to remember as they slipped to their first European defeat this season.
The only cause for celebration on the night came a couple of hours before kick-off when news came through from Colombia that Luis Diaz’s father had been released from his 12-day kidnap ordeal.
But even that could not ease the pain of Kostas Tsimikas dawdling in possession for Toulouse’s psychologically important first goal, or how easily the visitors conceded two more in the second half.
It even took an own goal from Cristian Casseres to get them back into the game at 2-1, only for them to concede again less than three minutes later and it was not until the 89th minute that substitute Diogo Jota set up the late drama.
On the back of the Diaz news the game began brightly for Liverpool with Joe Gomez, who has never scored for Liverpool in 188 games, flicking a Cody Gakpo cross onto the bar.
Diaz turned Mikkel Desler inside out twice to win a free-kick before his knockdown of Gomez’s cross saw Mac Allister’s volley deflected over, with goalkeeper Guillaume Restes’ parrying Ben Doak’s shot.
Toulouse gave Liverpool a warning they did not heed when Gabriel Suazo slid in at the far post to deflect Niklas Schmidt’s cross wide.
Seven minutes later Tsimikas was sloppy in possession and robbed by Donnum, who raced into the penalty area to beat Caoimhin Kelleher via a deflection off Quansah’s leg.
Midfielder Wataru Endo, who had already been booked, was lucky to escape with a lunge on Casseres but he was not so fortunate in surviving the half-time cull – and neither was Tsimikas.
Dominik Szoboszlai and Trent Alexander-Arnold were their replacements, with the unfortunate Doak making way for Mohamed Salah.
Toulouse immediately exposed the space behind Alexander-Arnold, as Gomez had switched to left-back, with Suazo breaking forward and cutting inside Quansah before rolling a shot wide of the far post.
Thijs Dallinga did beat Kelleher in the 50th minute but referee Georgi Kabakov brought play back for a foul on Joel Matip on the edge of the penalty area.
However, Dallinga’s movement got the better of Matip eight minutes later when Diaz lost the ball on the left wing, running in behind to collect Suazo’s cross with his first touch and fire past Kelleher with his second.
Liverpool pulled a goal back they barely deserved in fortuitous fashion in the 74th minute when Gomez’s looping header towards the far post was turned into his own net by Casseres.
But that luck was short-lived as almost instantly Frank Magri converted Suazo’s cross.
Although Jota’s weaving run and shot set up Quansah’s moment in the spotlight late on, the technology denied the young centre-back.
Journeyman Joselu takes long, winding road to Champions League final
Real Madrid striker Joselu was in dreamland after he came on in the dying moments of their Champions League semi-final against Bayern Munich on Wednesday and turned the game on its head with two goals to snatch a stunning victory.
Joselu, whose journeyman career has included spells at clubs such as Hoffenheim, Eintracht Frankfurt, Hannover 96, Stoke City and Newcastle United, only touched the ball a few times in their 2-1 second-leg win, but it was a night he is likely to remember for a long time.
He pounced on a rare mistake by Bayern keeper Manuel Neuer, stabbing the ball into the net to equalise for Madrid in the 88th minute, and just under three minutes later, he volleyed them into the lead from a cross by Antonio Rudiger.
"I don't know anything about being a hero, but I'm very happy... You can imagine," he said. "It was incredible, something spectacular. This team never gives up, it's in its blood to fight to the end and that's what we've done.
"You always dream of this kind of performance, but not even my most beautiful dreams are as big as what happened today."
On loan from second-division side Espanyol, Joselu's journey to becoming the semi-final hero has been long and winding in a career involving a dozen clubs across Europe.
He began his career at Celta Vigo before being bought in 2009 by Madrid, where he excelled in their B team but rarely made it to the first team.
He was sold to Bundesliga side Hoffenheim in 2012 and then loaned to Eintracht Frankfurt before joining Hannover 96 in 2014.
In 2015, he moved to Premier League side Stoke City, playing 27 times and scoring four goals, before spending two seasons at Newcastle United. He returned to Spain with Alaves, where he scored 36 times in three seasons.
He signed as a free agent with Espanyol in the summer of 2022, and a year later was loaned to Madrid and has scored nine goals in 32 appearances this season in LaLiga.
Joselu, born in Stuttgart, Germany, made his debut for Spain aged 33, coming off the bench against Norway to score twice in two minutes in March 2023.
"I don’t think Joselu will be sleeping much tonight, he’ll be useless in training tomorrow!" team-mate Jude Bellingham said. "He deserves it all, he’s been an amazing member of the squad all season, and it’s his night."
Tuchel: Champions League semi-final defeat 'tough to accept'
Thomas Tuchel reflects on "tough to accept" defeat after Real Madrid came from behind to win 2-1 and knock Bayern Munich out of the Champions League on Wednesday.
After a 2-2 draw in the first leg of the semi-final at the Allianz Arena, Bayern took the lead in the 68th minute through Alphonso Davies.
However, Joselu came off the bench to score twice in three minutes to send the LaLiga champions to the Champions League final with a 4-3 aggregate win over Bayern.
"It hurts. It’ll take a while to recover, but on the one hand, it’s a loss where we left it all out on the pitch,” Tuchel told DAZN after the game.
"Of course, it’s tough to accept. It’s part of reality. No regrets. But on the other, there were too many injuries, a few too many substitutions, too many cramps.
"We started with a front four and by the end they were all off the pitch. And then Manu, who had been exceptional in saving us all night, made a mistake he wouldn’t make in another 100 years."
In stoppage time, Matthijs de Ligt had the ball in the back of the net, but the referee had already blown his whistle after the linesman raised his flag, so VAR could not intervene.
The replays showed that the original decision was closer than first thought, and Tuchel was frustrated with how the situation was handled.
Speaking to TNT Sports, Tuchel said: "We are almost through, it's almost there and there was a very unusual mistake from our best player for the equaliser, then we conceded the second one in stoppage time.
"Then we scored one and there was a disastrous decision from the linesman and the referee. It feels like a betrayal in the end. There was a huge fight, we left everything on the pitch, and we were almost there. Now we say congratulations to Real Madrid.
"The linesman says sorry, but that does not help. To raise the flag in a moment like this... The referee sees we get the second ball, and we get the shot - it's a very, very bad decision. It's against the rules. It's a disaster. It's hard to swallow, but that's the way it is."
Manuel Neuer made five saves in the game and looked equal to Madrid’s threat until he spilled the ball in the build-up to Joselu’s first goal.
"Anyone who’s ever played football knows how I’m feeling right now," he told DAZN.
"That we’ve been knocked out in the closing stages, having led 1-0 until the 88th minute, it’s extremely bitter.
"We’d taken one step to London; we saw ourselves in the final, and now I’m lost for words."
Super-sub Joselu strikes again as comeback kings Madrid pounce
Joselu was the hero for Real Madrid as he scored twice off the bench to send them through to the Champions League final.
The Spaniard’s late brace secured Madrid’s comeback after Alphonso Davies had given the German side the lead, securing a 2-1 victory on the night, and a 4-3 win on aggregate to set up a meeting with Borussia Dortmund on June 1.
With only 10 minutes plus stoppage time to make an impact, Joselu made his time on the pitch count.
He scored with both his shots, becoming the oldest substitute to score a brace in a knockout game in the Champions League.
The forward is Madrid’s highest scorer in the competition this season with five goals, netting three of those after coming off the bench.
It is also the second time he has scored a double against a German team in the Champions League this campaign, getting his other against Union Berlin in the group stages.
Bayern were left to rue a late lapse in concentration that saw them concede twice in the space of two minutes and 44 seconds.
After Davies, who has been heavily linked with Los Blancos, became the first Canadian player to score in the knockout stages of the Champions League, with what was his maiden goal in the competition, it was a mistake that led to Madrid's equaliser.
It is the first time since April 2021 against Paris Saint-Germain that Manuel Neuer made an error leading to an opposition goal in the competition.
Bayern have now lost 11 Champions League matches against Madrid, the most one side has lost against another in the competition’s history.
It was always going to be a tough game for Thomas Tuchel’s side even after taking the lead – Madrid have won four matches despite conceding first in the Champions League this season, the most by a side in a single campaign since they won the trophy in 2016-17 (five).
Los Blancos have reached an 18th final in the European Cup/Champions League, but this is the first time they will play the showcase game at Wembley or in England altogether.
Meanwhile, Carlo Ancelotti has reached his sixth Champions League final, two more than any other coach in the history of the competition.
SportsMax is the Caribbean sports channel of choice, committed to providing sporting content of the highest quality to the Caribbean, delivered by a team of highly innovative, passionate and qualified professionals.
(876) 619-7629
digitalmedia@sportsmax.tv
