Real Madrid missed the chance to progress as Champions League Group F winners after RB Leipzig closed on the knockout stages with a 3-1 home win over the European champions.

A memorable victory ensured Marco Rose's side will now advance on the final matchday if they avoid defeat at third-placed Shakhtar Donetsk, while Madrid – facing Celtic at home – will top the group if they match Leipzig's result.

Josko Gvardiol and Christopher Nkunku struck in the opening 18 minutes on Tuesday before Vinicius Junior reduced the deficit, but Madrid struggled without Federico Valverde, Luka Modric and Karim Benzema.

Madrid so often produced late drama in last season's European success, yet Rodrygo's penalty was not enough to rescue a result as Leipzig substitute Timo Werner had already stretched the home lead further.

An acrobatic Andre Silva flick from Dominik Szoboszlai's inswinging corner forced a smart Thibaut Courtois save after 13 minutes, only for the unmarked Gvardiol to head in the rebound.

Nkunku whipped wide when Courtois inexplicably raced out of his area, but the forward made amends shortly after as he smashed a left-footed effort in off the underside of the crossbar.

Rodrygo was thwarted by a fine Janis Blaswich stop, yet the Leipzig goalkeeper was powerless to stop Vinicius heading in Marco Asensio's right-wing centre to pull a goal back.

Vinicius spurned a glorious opportunity to equalise in the closing stages as he poked wide with just Blaswich to beat, and Werner made the winger pay as he tapped home Mohamed Simakan's drilled cross.

That goal meant Rodrygo's late strike from the penalty spot was a mere consolation after he was felled by Nkunku.

 

Manchester City sealed their Champions League progress as group winners despite Riyad Mahrez missing a penalty and Erling Haaland being kept quiet on his return to Borussia Dortmund in a 0-0 draw.

Pep Guardiola's rode their luck at times on Tuesday and also wasted a glorious chance to claim victory at Signal Iduna Park, but they always knew a point would be enough to win Group G.

That did not always look a given, though. City could not handle Karim Adeyemi before half-time, the young forward teeing up team-mates three times and also missing a presentable chance of his own.

The away side looked brighter after Haaland's half-time withdrawal, but the Norwegian surely would have taken the penalty that Mahrez had saved; it had no bearing on City's main objective, however.

City's first fortunate escape came as Dortmund threatened in the 16th minute, Adeyemi hitting a feeble effort at Stefan Ortega after being released into the right side of the box.

He showed greater composure in a similar scenario a few moments later, opting to pass across the area to Giovanni Reyna, but the American's eventual shot was tame.

More good work from Adeyemi went unrewarded just past the half-hour mark, with Youssoufa Moukoko inexplicably missing the target from close range after latching on to a square pass.

Guardiola responded to City's lack of control by bringing Bernardo Silva on for Haaland.

The change had the desired effect, but it meant the lethal Haaland was unavailable for penalty duties after Emre Can clumsily fouled Mahrez, whose subsequent spot-kick was saved by Gregor Kobel.

A Julian Alvarez snapshot was also parried by Kobel, who ensured Dortmund held on to the point that takes them through.

 

Juventus were condemned to a humiliating Champions League exit by a 4-3 loss at Benfica on Wednesday, as Rafa Silva's brace helped the outstanding hosts seal their own place in the last 16. 

Massimiliano Allegri's team arrived at the Estadio da Luz requiring a win to stay in contention in Group C, but were distinctly second-best after Dusan Vlahovic cancelled out Antonio Silva's opener. 

Benfica stormed into a 3-1 lead by the halfway mark as Rafa added to Joao Mario's penalty with a glorious backheel, and the winger doubled up with another wonderful goal after the break. 

Late efforts from Arkadiusz Milik and Weston McKennie ensured a grandstand finish, but it was too little, too late for Juventus as Roger Schmidt's men held firm.

It came as no surprise when Juventus fell behind after starting slowly, as the 18-year-old Silva met Enzo Fernandes' inviting cross with a glancing header to beat Wojciech Szczesny after 17 minutes.

The visitors levelled against the run of play when a VAR review overturned an offside call against Vlahovic four minutes later, but there was to be no such reprieve when Juan Cuadrado clumsily handled in his own area with 28 minutes gone.

Joao Mario picked out the top-left corner from the spot to re-establish Benfica's lead, then turned provider to tee up Rafa's flicked finish seven minutes later as the hosts threatened to run riot.

Rafa needed just five minutes to double his tally after the restart, dinking another cultured finish beyond Szczesny after latching onto Alejandro Grimaldo's throughball.

Juventus then gave themselves hope with a quickfire double; first with Milik volleying home Samuel Iling-Junior's cross before McKennie converted following a goalmouth scramble with 11 minutes remaining.

However, Benfica missed the best chance of an end-to-end finish when Rafa crashed a shot against the post, leaving the hosts to celebrate a famous win.

Kylian Mbappe and Lionel Messi scored twice as Paris Saint-Germain marched through to the Champions League knockout stages with a 7-2 win over Maccabi Haifa.

Neymar was also on target to help Christophe Galtier's side book their place in the last 16 with a match to spare.

Sean Goldberg's own goal and a late Carlos Soler strike completed a commanding victory at Parc des Princes, where PSG remain unbeaten after 90 minutes since their 2-1 defeat by Manchester City in the 2020-21 semi-finals.

A pair of Abdoulaye Seck headers proved academic for Maccabi, whose attention turns to the fight for the Europa League after their elimination from Group H was confirmed.

PSG broke the deadlock in the 19th minute as a persistent Mbappe poked the ball to Messi, who delightfully prodded beyond Josh Cohen with the outside of his boot from 12 yards.

Mbappe doubled the lead from a similar position 13 minutes later; the France forward brilliantly curling into the far corner after the ball ricocheted kindly for him, and Neymar made it 3-0 when he tucked away Messi's throughball following a devastating counter.

The visitors pulled one back when Seck headed in Omer Atzili’s free-kick, but the hosts quickly restored their three-goal cushion as Messi swept home a trademark 20-yard effort.

Seck grabbed his second by looping a header over Gianluigi Donnarumma five minutes after the restart, becoming the first defender to score twice against PSG since Julian Palmieri for Bastia in January 2015.

The hosts soon regained control, however, as Mbappe superbly curled past Cohen from Achraf Hakimi's deep cross, before Goldberg turned Neymar's centre beyond his own goalkeeper.

The crossbar denied Messi a hat-trick, but the Argentina star provided a neat lay-off for Soler to round off a dominant display six minutes from time.

Stan Wawrinka rolled back the years for a glorious victory over Casper Ruud at the Swiss Indoors, joining fellow veteran Andy Murray in putting on a show in Basel.

Former world number one Murray pulled off a remarkable win over Russian Roman Safiullin, winning five games in a row from 4-1 behind in the final set.

But that was just a tease for the excitement that followed, as Wawrinka, who like Murray won three grand slam titles in his prime, felled second seed Ruud in straight sets.

The 37-year-old Swiss delighted his home crowd with a 6-4 6-4 victory over this season's French Open and US Open runner-up, serving nine aces as he defied a world ranking of 194th to produce some of his old magic.

Murray has fallen away from the elite ,too, but at 49th in the world he is not far away from rejoining that pack, although defeat looked to be beckoning against Safiullin.

The 35-year-old Scot fist-pumped with relief at recovering the break of serve that Safiullin snatched early in the decider, and Murray hit a service winner on his second match point to seal a 6-7 (5-7) 6-3 6-4 success.

The victory for two-time Wimbledon winner Murray took him to 26 wins this season, the most he has had in a single campaign since pulling off an astounding 78 victories in 2016, the year he won at the All England Club for a second time, landed a second Olympic gold medal and finished top of the rankings.

Murray said of his win: "As the match went on, I started to dictate a few more points and served better."

Quoted on the ATP website, he added: "I changed the way I was returning a little bit, and when I did that, I was able to create a few more opportunities and frustrate him a little bit."

Pablo Carreno Busta scored a 6-2 6-1 win against Argentinian Sebastian Baez, with Alex Molcan, Dominic Stricker and Botic van de Zandschulp also advancing to the last-16 stage.

At the Vienna Open, Murray's fellow British players Cameron Norrie and Dan Evans both went through to the second round, Norrie beating Argentina's Pedro Cachin 3-6 6-2 7-6 (7-1) and Evans fending off Germany's Oscar Otte 6-4 7-6 (7-3).

Canadian left-hander Denis Shapovalov beat Austrian wildcard Jurij Rodionov, but the home crowd had something to celebrate when former US Open champion Dominic Thiem continued his resurgence by eking out a 2-6 7-6 (7-2) 7-6 (8-6) victory against American Tommy Paul, saving two match points.

Julian Nagelsmann has challenged Bayern Munich to "send a message" to their Champions League rivals by completing a group-stage double over Barcelona.

Hosts Barcelona are staring at elimination ahead of Wednesday's Group C clash at Camp Nou, where even victory might not be enough to keep them in the hunt for a last-16 spot – they need Viktoria Plzen to cause a shock against Inter in the other group game.

Bayern, however, are determined to take all three points, and head coach Nagelsmann said on the eve of the game his players should ignore the issues affecting their opposition.

"We're already through to the next round," he said. "To be honest, it's not important to me who else gets through. The only thing that matters to me is that we finish first.

"We have nothing against Barca, but we have a passion for winning. If you want to win the Champions League, you have to send a message to your opponents. Tomorrow will be an opportunity to do exactly that."

Lucas Hernandez and Leroy Sane scored when Bayern beat Barcelona 2-0 at the Allianz Arena six weeks ago, after the Bundesliga champions somehow kept out the LaLiga side in the first half.

Nagelsmann reckoned Barcelona could have been 3-0 up by the break in that game, but their lack of a clinical finish proved costly.

By taking just one point from two games against Inter since, the Catalans are careering towards elimination from the top tier and a heavy landing in the Europa League.

Nagelsmann laughed off an airport arrival video showing Thomas Muller saying he and Bayern were coming for Robert Lewandowski, the striker who left the Germans for Barcelona after a 50-goal 2021-22 season.

Nagelsmann said Muller and Lewandowski have "a great connection" and stressed how he was pleased, going by Instagram posts, that Lewandowski appears to be content with life at Barcelona.

"I saw he scored a lot of goals, so I think he's happy," Nagelsmann said.

"I'm always happy when people I've worked with are happy in their lives, and it looks like he is by his posts. We are happy too, so it's all good."

Lewandowski has managed 17 goals in 15 games for Barcelona so far. Five of those goals have come in the Champions League, a hat-trick against Viktoria Plzen and two late on in the 3-3 Camp Nou draw with Inter.

As Barcelona look like heading out of the top-tier competition, Nagelsmann at least had praise for the "extreme" change he has seen at the club in recent times.

"It's always good to improve your squad and Barcelona did that. They have a great squad," said the Bayern boss. "It's a massive squad with a lot of success on the European stage and national level.

"They are one of the most attractive teams to watch. I'm not sure how it will affect them financially in the event of an exit."

Jurgen Klopp bemoaned injury problems for hampering Liverpool's consistency as the Reds manager confirmed Thiago Alcantara will miss Wednesday's visit to Ajax.

Liverpool have underwhelmed this season thus far, sitting eighth in the Premier League and 12 points behind leaders Arsenal after falling to a disappointing 1-0 defeat at Nottingham Forest.

However, despite a 4-1 hammering at Napoli on matchday one in the Champions League, the Reds could still progress to the knockout stages with a game to spare if they avoid defeat at Ajax.

Liverpool will head to Amsterdam without Thiago to call upon, though, as injury issues continue to frustrate Klopp.

"Thiago is still out, I don't know if he will be fit for the weekend. [Ibrahima] Konate is here and ready to play minutes, I would say," Klopp said.

"When you want it really clicking you need consistency in the line-up and we haven't had that.

"When you have [lots of injuries], players who should be rested have to play and players come back from injuries too early. That's tricky. That situation isn't sorted overnight.

"We've played really well a couple of times but it's not as if we have been without problems. We win a game then lose two players and another who can't play for more than 20 minutes. Tomorrow we have enough players with us."

Liverpool will welcome back Darwin Nunez for the trip to Ajax, though, as Klopp aims to progress to the Champions League stages with the Reds for a record sixth straight time.

Ajax must win to keep their hopes alive in the competition, but they have lost their last three Champions League matches against Liverpool, only enduring longer such runs against Juventus (four) and Real Madrid (seven).

Klopp's side battled past Alfred Schreuder's team in the reverse fixture, courtesy of a late Joel Matip winner, and the German acknowledged the difficult challenge that awaits at Johan Cruijff Arena.

"We played a good home game against Ajax. That's a bit like our season – we play really good then the opponent scores with their first chance," Klopp added.

"Ajax are a dangerous opponent and that's the team we play for. It would be great [to qualify early] but I can't sit here and tell you how I feel because we haven't done it.

"After our start in the group stage, people didn't think it was likely to happen. But now it can happen, and we have to close the group."

Kai Havertz fired Chelsea through to the Champions League last-16 stage as his second-half strike secured a hard-fought 2-1 victory against Salzburg.

Mateo Kovacic's first-half effort gave the Blues the lead, but the hosts hit back swiftly in the second half, Junior Adamu capping off a fine counter-attack.

Goalkeeper Philipp Kohn was called upon in both halves to keep the visitors at bay but could do nothing with Havertz's winning effort, as the Germany international drilled in to end Salzburg's 40-game unbeaten home run.

Victory means Chelsea's spot in the knockout stages is confirmed, while Graham Potter's side could still be confirmed as group winners if Dinamo Zagreb fail to beat Milan in the Croatian capital.

Opportunities were few and far between until Chelsea took the lead after 22 minutes, Kovacic drilling a shot into the top-left corner after the ball fell kindly to him just outside the area.

Three minutes after the break, Salzburg equalised on the counter as Maximilian Wober's superb cross-field pass found Adamu and the 21-year-old jabbed a first-time finish past Kepa Arrizabalaga.

Adamu then had a major impact at the other end, superbly clearing Jorginho's header off the line to prevent the visitors swiftly retaking the lead.

There was no denying Havertz three minutes after the hour mark, however, as he collected Christian Pulisic's pass just outside the box and fired home a fine finish in off the left post to leave Kohn helpless.

The hosts had chances for an equaliser, notably with Thiago Silva needing to be alert to clear Strahinja Pavlovic's header off the line as the Chelsea defence stood firm.

Virgil van Dijk urged Liverpool to remember "how good we are" as the Reds look to bounce back from a disappointing defeat at Nottingham Forest when they travel to Ajax on Wednesday.

Jurgen Klopp's side recorded back-to-back Premier League wins over West Ham and the in-form Manchester City, but fell to a surprise 1-0 defeat at strugglers Forest on Saturday.

The narrow loss, in which Liverpool spurned numerous chances, summarised what has been an underwhelming season thus far for the Reds, who are eighth in the league and 12 points behind leaders Arsenal.

However, Liverpool could still secure Champions League knockout football with a game to spare if they avoid defeat at Ajax, with Van Dijk issuing a reminder to his team-mates over their qualities.

"What the manager said after the game, we only had ourselves to blame, we had the chances to score and another day they will go in," the Netherlands international said. 

"It was a very intense and difficult week, with a fantastic win against City and a difficult one against West Ham. Then an away game, early kick-off against Forest, who were struggling before our game.

"We tried everything but we didn't win; we know our performances, in general, have to be as consistent as they were [in previous seasons], that's what we are trying to do.

"We are trying to sort it and do everything in our power, that's what we have to do, so that's our situation. We shouldn't forget how good we are, keep the confidence and try to be consistent again."

While Alfred Schreuder's side dropped five points in two matches either side of the last international break, they have returned to form in recent weeks to open a four-point lead at the Eredivisie summit.

Van Dijk acknowledged the tough task that awaits Liverpool, who have won their last three Champions League matches against Ajax, as his side prepare to visit Amsterdam.

"They don't have the best moment also, but I know how it can be here on a Champions League night and that is something we are prepared for," the centre-back added.

"We have to match them and do even more – it will be interesting. We're not coming here to defend or draw, we want to win the game, show our qualities and make sure we go through tomorrow.

"They will know how tough it will be, we have to be confident and enjoy the occasion. Everyone wants to be at this level."

The Milwaukee Bucks and Brooklyn Nets both have big ambitions but have experienced contrasting fortunes to start the new NBA season.

Milwaukee tasted victory in the opening two games of the season as the Bucks plot their path to regaining the title they won in 2021.

Brooklyn dreamed of reaching such heights when they acquired Kevin Durant and Kyrie Irving in 2019 before then landing James Harden in a trade in 2020.

But Harden has since departed, Ben Simmons coming the other way in a trade with the Philadelphia 76ers last season, and the Nets' current big three have been unable to prevent a 1-2 start.

Durant and Irving both racked up 37 points in their defeat to the Memphis Grizzlies on Monday, however, and they will look to continue that kind of form to threaten an upset against one of the preseason favourites.

Should the Nets come through what promises to be a compelling encounter in Milwaukee, it may signal better days ahead for a franchise who have as yet not reaped the benefits of their collection of superstar talent.

PIVOTAL PERFORMERS

Milwaukee Bucks – Brook Lopez

Lopez, the former first-round pick of the Nets, is already having a critical defensive impact for the Bucks this season.

He leads the NBA with 3.5 blocked shots per game and has a defensive rating of 94.6 that is bettered only by Antetokounmpo across the Bucks' first two games.

Milwaukee will likely require Lopez to continue his strong start if the Bucks are to contain Durant and Irving.

Brooklyn Nets – Ben Simmons

Simmons has quickly become something of a punchline for the Nets in three games this season.

He fouled out in 23 minutes in the loss to the Grizzlies, marking the second time he has done so this term.

Contributing little on the offensive end, Simmons is averaging 5.7 points per game while an average plus-minus of minus-15 is the worst on the team.

Going forward, Simmons will need to provide much better support to Durant and Irving on both ends of the floor for the Nets to be contenders, and there is no better game in which to start offering that assistance.

KEY BATTLES – Giannis and KD's early blockbuster

There are more granular elements of a game that often prove decisive, but sometimes it just comes down to a battle of two superstars.

That appears likely to be the case here as Antetokounmpo and Durant go head-to-head with both already excelling on the offensive end.

Antetokounmpo is averaging 32.5 points per game compared to Durant's 32.0. The key difference that has led to their two teams' contrasting records is the superior support Antetokounmpo has received, but if both are on song then this promises to be a bewitching contest.

HEAD-TO-HEAD

The Bucks have won five of their last six against the Nets, though Brooklyn did claim a road win last season, prevailing 126-123 behind a 38-point effort from Irving.

Diego Simeone has backed Atletico Madrid to thrive under pressure in Wednesday's crucial Champions League meeting with Bayer Leverkusen.

Atletico have reached at least the last 16 in each of their previous four Champions League campaigns, but that run could be halted when they welcome Xabi Alonso's side to the Civitas Metropolitano.

Having failed to score in their last three Champions League games, Atletico will be eliminated from the competition if they fail to win and Porto beat Group B leaders Club Brugge.

However, Simeone has no concerns about his players' ability to handle the occasion.

"They are used to it, they know the demands we have," Simeone said at Tuesday's pre-match news conference.

"They are no different from the ones we always have in LaLiga, the cup or the competition that we have in front of us. 

"We need to win. All that pressure will be generated in the best way to hurt the rival. I feel that the team is growing, and it's a pleasure; hopefully it can be seen tomorrow."

Atletico have never failed to score in four consecutive Champions League games under Simeone, only doing so under Abel Resino between March and October 2009.

Meanwhile, Wednesday's match features the two sides who have underperformed their expected goals (xG) totals by the widest in the Champions League this season. Atletico have scored twice from chances amounting to 6.3 xG, while Leverkusen have netted the same number from 6.7 xG.

Simeone's team have faced heavy criticism for their attacking failings this season, but winger Yannick Carrasco expects them to come good. 

"It's true that there are games that don't go the way we want, but we have a good team, we follow the coach's orders 100 per cent, and we work hard," Carrasco said.

"I think it's normal for the fans, as we have a good squad and a good team, to expect us to win every game, but it's not like that in football. Surely tomorrow is a final for all of us. It's very important."

Eric Garcia says he is not affected by criticism that "is lacking respect" ahead of Barcelona's Champions League showdown with Barcelona on Wednesday.

The Spain defender has come under fire for his performances in a 3-3 draw with Inter and the 3-1 Clasico loss at Real Madrid.

Garcia was dropped to the bench for a 3-0 LaLiga defeat of Villarreal before returning to the starting line-up in a 4-0 rout of Athletic Bilbao at Camp Nou on Sunday.

Barca head coach Xavi backed the centre-back after the loss to Madrid, stating: "For me, Eric is a guarantee."

The 21-year-old, who returned to Camp Nou after his Manchester City contract expired last year, says he is not bothered about harsh assessments of his credentials.

"Obviously I gave the penalty away against Madrid, and against Inter I could have been better," Garcia said on the eve of the clash with Bundesliga champions Bayern.

"I am 21, I have room to improve. The criticism, which is lacking respect, does not concern me. I accept constructive criticism. I know when I play well and when I don't. I have people around me that tell me.

"As for the rest, people can say what they want, but it does not affect me."

Even a win over Group C leaders Bayern may not keep alive Barca's chances of qualifying for the round of 16, with second-placed Inter sure to advance if they beat Viktoria Plzen.

Fiorentina have hit out at "plainly false" media reports accusing club president Rocco Commisso of "aggressive and intimidating" behaviour towards Inter players and staff after Saturday's Serie A meeting.

Inter were 4-3 winners at the Stadio Artemio Franchi, but the game was subsequently marred by claims in the press of ugly scenes off the pitch.

It was claimed Commisso aggressively banged on the door to Inter's changing room, while Inter CEO Giuseppe Marotta and Fiorentina general manager Joe Barone were said to have engaged in a heated disagreement.

The Italian Football Federation (FIGC) began an investigation into the alleged incidents on Monday, but Fiorentina have since released a statement insisting the media reports were false, with Inter president Steven Zhang apparently assuring Viola officials the stories did not come from him or his staff.

Fiorentina's statement read: "ACF Fiorentina can confirm that Inter president Steven Zhang has spoken to Fiorentina general manager Giuseppe Barone.

"The Nerazzurri president clarified that neither he nor any other [Inter] club directors ever claimed – at any time or to any individual – what was published by some newspapers on Saturday evening after the Fiorentina v Inter match. These reports alleged that president Rocco Commisso behaved in an aggressive and intimidating manner in the away dressing room. This never took place.

"Fiorentina has taken note of what president Zhang said and would like to highlight that some members of the press are quick to portray president Rocco Commisso in a bad light without carrying out due and diligent checks on the reliability of their information and sources, publicly attributing bad behaviour to Fiorentina's president which has no factual grounding.

"Sadly, once again we are left to rue the fact that the club and its fans have fallen victim to inaccurate reporting by certain members of the media, who reported plainly false information which has caused serious damage to the image of the club and the president.

"We reiterate that Fiorentina has the greatest respect for journalists and their work and expects this to be reciprocated with the club and its employees by not publishing unverified stories which have no basis in reality."

Zion Williamson has been ruled out of the New Orleans Pelicans' meeting with the Dallas Mavericks on Tuesday after suffering a posterior hip contusion, joining team-mate Brandon Ingram on the sideline.

Williamson was originally listed as questionable after sustaining the injury as a result of a heavy fall in Sunday's 122-121 overtime loss to the Utah Jazz.

Coach Willie Green said Williamson's injury did not seem serious on Monday, but the team have now revealed he will miss Tuesday's game.

Williamson is averaging 22.0 points and 6.7 rebounds per game this season after missing the entirety of the last campaign with a foot injury.

The Pelicans, who won their first two games of the season after being tipped to mount a challenge in the Western Conference, will now be missing several key men for Tuesday's encounter.

Forward Ingram is subject to the NBA's return-to-participation protocol after suffering a concussion against Utah, while Herb Jones has also been ruled out after hyperextending his right knee.

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