Liverpool could not conjure up another remarkable comeback when they needed it most as their 1-0 victory over Atalanta in Bergamo failed to salvage their Europa League hopes.
Mohamed Salah’s early penalty raised hopes all the pre-match reminiscence of the famous 4-0 against Barcelona in the 2019 Champions League semi-final would be replayed but their continued struggles in front of goal saw them exit 3-1 on aggregate.
Jurgen Klopp’s first season ended with defeat in the final of this competition and his last also culminated in more disappointment – the only major trophy he has not won in his nine years at Anfield.
His greater frustration will be the manner in which his side threw things away a week ago to make the prospect of bouncing back, without the power of Anfield as they had five years ago, a more remote possibility.
Klopp had urged his players, as he had against Barcelona, to “fail in the most beautiful way” and while some of their play in the opening 45 minutes – driven by a resurgent Trent Alexander-Arnold – was scintillating it brought only one goal.
Now Liverpool have just six games in the Premier League, trailing Manchester City by two points, in which to ensure their beloved manager does not leave with only the Carabao Cup from a season which teased a quadruple only a month ago.
On the positive side having Alexander-Arnold will help on that front and it is unlikely Atalanta had experienced anything like what he produced particularly in the first half.
Perhaps not surprisingly for a team entering the last-chance saloon, Liverpool set off at a rapid pace but it was not so much the intensity of their approach but the whirlwind they generated with the perpetual motion.
With Alexander-Arnold making his first start since mid-February after injury the team dynamic changed dramatically as the defender was given licence to roam and create.
However, it was from more orthodox right side from which he won the penalty with a cross which hit the arm of Matteo Ruggeri after Luis Diaz had raced down the left and cut inside.
After the inevitable VAR check Salah stepped up to send goalkeeper Juan Musso the wrong way – and in a nice piece of symmetry in the same seventh minute in which Divock Origi sparked the comeback against Barca.
Unfortunately that is where the similarities ended as Musso was more alert to smother Diaz before he could get a shot off from Cody Gakpo’s one-move turn and pass.
The movement from the players was dizzying at times as the fluid switching of positions regularly saw Salah playing deeper and more central with Alexander-Arnold and Andy Robertson both popping up in the centre-forward role – when the former was not dictating play from deep or the latter was playing as a left-winger.
Salah has been well below his best since his own return from injury in February and he never looked comfortable when put clean through by Gakpo, playing a key part in the continuing the merry-go-round, and his lob over Musso never looked like troubling the goal.
The hosts had taken a good 25 minutes to get to grips with the maelstrom which threatened to engulf them but Aleksei Miranchuk scuffed wide their only shot of the half with an offside flag denying Teun Koopmeiners.
Atalanta centre-back Isak Hien was perhaps fortunate to only be booked for deliberate handball to stop Diaz running through onto Salah’s pass shortly before half-time and the interval offered them some respite.
They actually had the better chances of the second half, Ederson and Koopmeiners both shooting straight at Alisson Becker.
With 25 minutes to go, Klopp gambled and introduced Diogo Jota and Darwin Nunez but the fluency of the first half had already disappeared and the changes only compounded that.
Ancelotti defends Kroos substitution against Bayern Munich
Carlo Ancelotti defended his decision to substitute Toni Kroos during Real Madrid's 2-2 draw with Bayern Munich.
The two European heavyweights shared the spoils in a thrilling Champions League semi-final first leg at the Allianz Arena, where Vinicius Junior's late penalty levelled the tie.
Vinicius had opened the scoring in the 24th minute after latching onto Kroos' delicious throughball, one of a game-high 15 line-breaking passes the Germany midfielder played during the first half.
The 34-year-old was replaced by Brahim Diaz for the final 14 minutes of the contest, which Bayern had turned around thanks to second-half strikes from Leroy Sane and Harry Kane.
But Ancelotti, who knows the support of Madrid's fans will be crucial when he welcomes his former club to Santiago Bernabeu for next week's second leg, explained his thinking.
"Jude Bellingham had cramp, Toni Kroos played a spectacular game, but the plan was to try to recover the control of the game by putting fresh legs in," the Italian told reporters during his post-match press conference.
"As always, at this point in the season, we have a great opportunity to play in another final. It's an even tie against a great team. It will be another 90 minutes of suffering, but in an atmosphere that we know quite well. The fans are going to help us."
Meanwhile, Thomas Tuchel knows Bayern will have their work cut out in the second leg, but has encouraged his players to be confident and embrace the challenge.
"The situation is now very clear," he said. "We go to Madrid and the winner takes it all. We are ready to fight. It is important to believe that.
"It is still possible. It is 50-50. It is one of the toughest places to win, but that is also what makes this challenge exciting."
Manchester United clearout continues as two more senior boardroom figures depart
Manchester United have continued their clearout under Jim Ratcliffe by confirming the departures of Patrick Stewart and Cliff Baty.
Interim chief executive Stewart and chief financial officer Baty will depart Old Trafford at the end of the current campaign.
Stewart, who replaced Richard Arnold in the position at the start of the year, will be temporarily replaced by Jean-Claude Blanc until Omar Berrada arrives in July, while Roger Bell will take over from Baty.
The news was confirmed by United on their official website on Tuesday.
INEOS Sport chief Blanc is well known to Ratcliffe, who recently bought a 27.7-per-cent stake in United and is in control of footballing affairs.
Bell also has ties to INEOS and will now take up the same CFO role at Old Trafford.
Ratcliffe said: "I would like to personally thank both Patrick and Cliff for their support in helping us get to know the club and making us feel welcome and I respect their decisions to now move on as we establish a new management team for the club."
Executive co-chairman Joel Glazer said: "I would like to thank Patrick and Cliff for their dedicated service to Manchester United and wish them well for the future.
"Both have been a source of invaluable advice and expertise over many years, and Patrick has served an important role as interim CEO during this transitional phase."
Since Ratcliffe purchased a minority stake in United, the club have made a number of other changes behind the scenes.
John Murtough stepped down as football director after more than a decade at the club, with Dan Ashworth lined up to replace him, while Jason Wilcox has been appointed as technical director.
United are sixth in the Premier League with four games remaining, raising questions over the future of manager Erik ten Hag under the new regime.
Bayern were victims of Real Madrid's lethal efficiency, says Tuchel
Bayern Munich were victims of Real Madrid's lethal efficiency in Tuesday's 2-2 draw but the Germans are ready to beat them in next week's Champions League semi-final return leg, says coach Thomas Tuchel.
The Bavarians struck twice in four minutes early in the second half with a shot from Leroy Sane and a Harry Kane penalty to turn the game around after Vinicius Junior had put the visitors ahead in the 24th against the run of play.
Brazilian striker Vinicius also bagged an equaliser with an 83rd-minute spot kick as Bayern were pushing for a third goal.
Tuchel felt Bayern were in a strong position to stretch their lead going into the closing stages, but instead they will travel to Madrid next Wednesday with the tie all square.
"The result is what it is and it is not worth spending any time thinking about it," Tuchel, who will leave Bayern at the end of the season after a disappointing domestic campaign, said at his post-match press conference.
"Real have done it before, to score twice with two chances.
"We are not the first team to suffer that. They have the finish, they have the quality to do that."
Reflecting on the match, Tuchel added: "We had a strong start, then we lost a bit of our rhythm.
"Then [later in the game] we should have scored a third, but we were not efficient enough, not cold enough to add a third. Then we gifted them a penalty."
Bayern enjoyed a strong start and also had chances to score again after going 2-1 up.
They will now need to win against Real, who are chasing a 15th European Cup, in Madrid if they are to advance to the final at Wembley.
Borussia Dortmund and Paris Saint-Germain face each other in the other semi-final, with the first leg of that tie taking place on Wednesday.
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