A tearful Roger Federer bid goodbye to a 25-year career with defeat at the Laver Cup in a doubles contest that went past midnight in London.

Federer teamed with long-time rival Rafael Nadal against American duo Frances Tiafoe and Jack Sock as Team Europe face Team World at the O2 Arena.

After winning the first set, the Swiss and the Spaniard were faced with a spirited fightback from Tiafoe and Sock, who won a second-set tie-break before also clinching the match tie-break to seal victory 4-6 7-6 (7-2) 11-9.

There had been a great atmosphere in London on Friday for the fifth edition of the three-day competition.

Federer, 41, had not played a match since he was knocked out of Wimbledon by Hubert Hurkacz at the quarter-final stage last year due to knee injury.

There were huge cheers when Federer and Nadal came onto the court and loud roars for the Swiss great when he came up with his first winner.

There was a sensational moment in the first set when Federer appeared to have won a point after his shot hit the top of the net and bounced in, only for a replay to show the ball had somehow been hit through a small hole between the net and the post, meaning Team Europe lost the point, despite the remarkably unlikely event of the ball passing through such a gap.

Novak Djokovic and Andy Murray were among Federer and Nadal's team-mates offering some tactical input between games, and the legendary duo had to save a first break point of the match before the Spaniard held to put them 5-4 up.

It was two of the all-time greats that took a tight opening set when Sock put a volley into the net, prompting Team World captain John McEnroe to tell his doubles pair they appeared to be getting "caught up in the hoopla." 

A determined Team World managed to level it up after a back-and-forth second set went to a tie-break, with Tiafoe and Sock coming out on top with their superior power and pace.

That took it to a dramatic deciding match tie-break, with every point keeping fans holding their breath, including some trademark Federer magic at 6-7 when he diverted a Sock shot across court for a crowd-pleasing winner.

It looked like the dream script was being followed as Federer served at match point for himself and Nadal, but the former could only hit a shot into the net, before Sock and Tiafoe won the next two points to secure the win for Team World.

It was then hugs all round as respect was paid to the 20-time grand slam winner at the conclusion of a phenomenal career. 

Earlier in the day, Casper Ruud drew first blood for the Team Europe, beating Sock 6-4 5-7 10-7, before Stefanos Tsitsipas doubled their advantage with an emphatic 6-2 6-1 defeat of Diego Schwartzman.

There was drama after the first set of that second singles match when a protester, wearing a T-shirt with the message, "END UK PRIVATE JETS" on, set their arm alight on court before being escorted out by security. 

Alex de Minaur then got Team World on the board with a 5-7 6-3 10-7 success over home favourite Murray before the late-night main event under the lights.

A protester set their arm alight on court after breaching Laver Cup security at London's O2 Arena on the day of Roger Federer's final tennis match.

The incident occurred after the first set of the singles contest between Team Europe's Stefanos Tsitsipas and Team World's Diego Schwartzman.

The person who dashed onto the indoor court was wearing a white T-shirt that carried the message, "END UK PRIVATE JETS".

Another item on the court was also ablaze by the time security reached the person.

The protester put out the flames on their right arm, while a tournament official quickly smothered the fire on the court.

The End UK Private Jets campaign group said on its Twitter page: "Kai, 20, set their arm on fire at #LaverCup. The liveable climate of our planet is collapsing. No one is taking it seriously. Is humanity not worth saving? Let's get into resistance against this death machine."

Swiss great Federer was due in action later in the day in doubles, teaming up with Rafael Nadal for the last match of his career, as they took on Jack Sock and Frances Tiafoe.

Stefanos Tsitsipas had a shot at rising to the number one ranking at the 2022 US Open but instead he is out in the first round following a four-set loss to Daniel Galan on Monday.

The world number 94 stunned recent Western and Southern Open finalist Tsitsipas in the first two sets by winning the first 11 games of the match, before the Greek rallied but Galan would triumph 6-0 6-1 3-6 7-5 in two hours and 48 minutes.

World number five Tsitsipas, who has never gone beyond the third round at Flushing Meadows, did need treatment for a forearm tightness but admitted he was simply "dominated" by Galan who eventually prevailed on his ninth match point.

The 24-year-old had some form after reaching the final in Cincinnati earlier this month, losing to Borna Coric, and felt it was a missed opportunity, in the absence of Novak Djokovic, to press his case for the top rank across the next fortnight.

"I was very motivated and pumped before the US Open started because I knew I could use this tournament to get closer to the number one spot," Tsitsipas said.

"It would be very weird and very unusual if it didn’t cross my mind, because this is something I wanted since I was a kid and I know this is my chance now to step it up.

"It just didn’t go as planned. Sometimes you just need to let it go, you don’t need to overthink it, you don’t need to push yourself too hard but at the same time it’s difficult because there’s this open opportunity right in front of you, you don’t want to mess it up, you don’t want to waste it."

"My chances are a bit smaller. The margin is not as thin as it used to be now after the US Open but I’m still going to try and add points to my ranking, as much as I can until the end of the year, I really want to perhaps finish in the top three… more opportunities ahead."

Tsitsipas, who only won seven points in the opening set, hit 57 unforced errors for the match compared to Galan's 36.

The Greek only managed 28 winners, with Galan hitting 41, while the Colombian also had the better of the all the key serve categories, winning 74 per cent on his first serve.

"He dominated the match," Tsitsipas said. "I just couldn't get into it."

Nick Kyrgios and Stefanos Tsitsipas have been handed fines for their actions during a fiery Wimbledon clash where the former was accused of being a "bully".

The pair played out an ill-tempered third round encounter on Court One that saw the Australian come from behind to defeat the fourth seed in a 6-7 (2-7) 6-4 6-3 7-6 (9-7) win.

The pair traded furious remarks afterwards, with the Greek accusing his rival of having an "evil side", while Kyrgios called his opponent "soft" and suggested he is disliked by his fellow players.

Now, the duo have been handed financial penalties, with Kyrgios charged $4,000 (£3,300) for an audible obscenity and Tsitsipas slapped with a $10,000 (£8,250) fine for unsportsmanlike conduct.

It is the second fine of the tournament for Kyrgios, who was sanctioned for an incident in his opening clash with Britain's Paul Jubb.

The Australian - who experienced grand-slam glory on home soil in the men's doubles earlier this year - will now face Brandon Nakashima in a last-16 tie.

Nick Kyrgios has dragged tennis into the gutter with his Wimbledon antics, according to Pat Cash.

According to Kyrgios' compatriot Cash, the Australian has taken the sport "to the lowest level" with his on-court behaviour in the first week of the tournament.

The 27-year-old beat fourth seed Stefanos Tsitsipas 6-7 (2-7) 6-4 6-3 7-6 (9-7) in an enthralling round-three tie on Saturday.

Tsitsipas accused his opponent of "constant bullying" after the ill-tempered clash, which was followed by a riposte as Kyrgios said the beaten Greek was "soft" and denied being a bully.

Kyrgios frustrated Tsitsipas by calling for him to be defaulted after the world number five narrowly missed a spectator when firing a ball into the crowd at the end of the second set.

The umpire was then labelled a "disgrace" during an extraordinary Kyrgios outburst, and his behaviour seemed to get under the skin of Tsitsipas, who was deducted a point for sending another ball towards the spectators before appearing to hit a couple of shots directly at his opponent's body.

Kyrgios has been a repeated critic of umpires and line judges, often appearing to show contempt to authority figures, and Cash – Wimbledon champion in 1987 – has had enough, calling out his countryman's conduct.

Speaking on BBC Radio 5 Live, Cash said: "It was absolute mayhem. He's brought tennis to the lowest level I can see, as far as gamesmanship, cheating, manipulation, abuse, aggressive behaviour to umpires, to linesmen.

"He was lucky to even get through the first set, he should have been defaulted in about the first set. Something's got to be done about it. It's an absolute circus.

"Is it entertaining? Yeah, possibly. But it's gone to its absolute limit now."

Asked how he considered Kyrgios to be cheating, Cash said: "The gamesmanship, the stuff that he was doing. The abuse that he was giving Tsitsipas.

"Tsitsipas would make a line call and he'd go up there and he'd start complaining, he was in his face. That's a part of gamesmanship. That's the sort of stuff that he does and I think there's a limit."

Cash's criticism comes ahead of Kyrgios facing American Brandon Nakashima on Monday. That match has been given the prize billing of first up on Centre Court, despite neither man being seeded.

The tennis authorities may not approve of some of the behaviour, but they know there is a huge public fascination with the highly talented Kyrgios, which is why that match has such a prestigious slot. He is 40th in the ATP rankings, and 20-year-old Nakashima is 56th on the list.

Kyrgios is just one win away from matching his best run at Wimbledon, having reached the quarter-finals in 2014 with a win over Rafael Nadal before being beaten by Milos Raonic.

Yet Cash indicated the loudmouthed showman should face sanctions for his actions.

"I have no problem with a bit of gamesmanship, but when it gets to that level I think it's out of control, and it was," Cash said.

"The umpire had lost control, the ball kids were running across the court as Kyrgios was serving. He didn't slow down for any of that stuff.

"Tsitsipas got sucked right in, so it was entertaining, and it was fascinating, but for me it's gone too far now."

Nick Kyrgios labelled Stefanos Tsitsipas "soft" and defended his on-court antics after the Greek called him a "bully" in the aftermath of their ill-tempered Wimbledon clash.

Kyrgios recovered from one set down to post an impressive 6-7 (2-7) 6-4 6-3 7-6 (9-7) win over the fourth seed, setting up a last-16 tie with Brandon Nakashima with a scintillating performance on No. 1 Court.

But the contest was not without controversy, with Kyrgios frustrating Tsitsipas by calling for him to be defaulted after the Greek narrowly missed a spectator when firing a ball into the crowd at the end of the second set.

The Australian then labelled the umpire a "disgrace" during an extraordinary outburst, and his antics seemed to get under the skin of Tsitsipas, who was deducted a point for sending another ball towards the spectators before appearing to hit a couple of shots directly at Kyrgios.

While Kyrgios praised his opponent – with whom he played doubles at Wimbledon three years ago, as "a hell of a player" in his post-match interview, neither player was in the mood for niceties in their respective news conferences.

First up was Tsitsipas, who accused Kyrgios of "constant bullying".

"That's what he does," the world number five said of his rival. "He bullies the opponents. He was probably a bully at school himself.

"I don't like bullies. I don't like people that put other people down.

"He has some good traits in his character, as well. But he also has a very evil side to him, which, if it's exposed, it can really do a lot of harm and bad to the people around him."

Kyrgios, who has now claimed four wins in five career meetings with Tsitsipas, responded to that criticism shortly thereafter, alleging the Greek was not popular in the locker room and saying his inability to handle such matches would hold him back.

"He's that soft, to come in here and say I bullied him? That's just soft," Kyrgios said. 

"We're not cut from the same cloth. If he's affected by that today, then that’s what's holding him back, because someone can just do that and that's going to throw him off his game like that. I just think it's soft.

"I don't know what to say. I'm not sure how I bullied him.

"He was the one hitting balls at me, he was the one that hit a spectator, he was the one that smacked it out of the stadium.

"I didn't do anything. I was actually like… apart from me just going back and forth to the umpire for a bit, I did nothing towards Stefanos today that was disrespectful, I don't think. I was not drilling him with balls.

"I feel great, the circus was all him today. I think if he's making that match about me, he's got some serious issues, I'm good in the locker room, I've got many friends, I'm actually one of the most liked [players]. I'm set.

"He's not liked, let's just put that there. I'm good, I feel good."

Kyrgios is just one win away from matching his best run at Wimbledon, having reached the quarter-finals in 2014 with a win over Rafael Nadal before being beaten by Milos Raonic.

Nick Kyrgios acknowledged having his "own tactics" after overcoming Stefanos Tsitsipas in a dramatic, ill-tempered affair to reach Wimbledon's last 16.

Kyrgios produced an outstanding display to rally after losing the first set on No. 1 Court, eventually prevailing 6-7 (2-7) 6-4 6-3 7-6 (9-7) in an incident-filled match.

The enigmatic star set the tone with an incredible outburst after a frustrated Tsitsipas struck a ball into the crowd at the end of the second set, narrowly missing a spectator.

The Australian immediately called for his opponent to be defaulted, recalling Novak Djokovic's contentious exit from the 2020 US Open after he had accidentally hit a line judge in frustration after dropping a game.

Kyrgios could be heard calling the umpire a "disgrace", and then, after Tsitsipas had been let off with a warning, the unseeded talent asked: "Are you dumb?"

He then hit out at the umpire, yelling: "What are you talking about? Novak hit someone, it is the same, it happened right there. 

"Bring out more supervisors, I'm not done. You can bring them all out, I don't care. I'm not playing until we get to the bottom of it. 

"What happened to Novak when he hit the ball into a girl? She was injured. You can't hit a ball into the crowd and hit someone and not get defaulted."

But the drama was far from done as Tsitsipas flew into a rage of his own early in the third, having been hit with a point deduction for wildly firing another ball towards the crowd – but hitting the scoreboard instead – after Kyrgios produced a mischievous underarm serve when holding to love.

The fourth seed's frustration was evident as he then appeared to hit a couple of shots right at Kyrgios to boos from spectators, who vociferously cheered every point for the Australian.

But after producing some outstanding tennis to end the aggravated Tsitsipas' hopes of winning a first grand slam title, Kyrgios said he had no problems with the Greek, whom he played doubles with at Wimbledon in 2019.

"Honestly, it was a hell of an atmosphere, an amazing match, I honestly felt like the favourite coming in; I played him a couple of weeks ago, but I knew it was going to be a tough match," he said.

"He's a hell of a player, I had my own tactics out there – he knows how to play me, he's beaten me once, and obviously I've had success, so it was a hell of a match.

"I'm just super happy to be through, he was getting frustrated at times and it's a frustrating sport, that's for sure. I know you all think you can play, but it's very frustrating, whatever happens on the court, I love him."

Kyrgios now holds a 4-1 head-to-head lead over Tsitsipas, having also got the better of the world number five on the grass at the Halle Open earlier this month.

The 27-year-old also previously courted controversy during his run to the fourth round when he spat in the direction of a "disrespectful" fan during his first-round win over Paul Jubb.

But Kyrgios claimed his antics serve to drive interest in the sport, adding: "It's amazing, everywhere I go I seem to have full stadiums.

"The media loves to write that I'm bad for the sport, but clearly not."

Nick Kyrgios took a swipe at his critics after storming to a mesmerisingly brilliant second-round win at Wimbledon, setting up an appetising clash with Stefanos Tsitsipas.

The 27-year-old Australian was largely all business and no nonsense as he won 6-2 6-3 6-1 in one hour and 25 minutes against 26th seed Filip Krajinovic, delivering the kind of performance that underlines his potential threat at this tournament.

Yet Kyrgios had been far from his best against British player Paul Jubb in round one, eventually forcing victory by taking a tight fifth set, and his on-court behaviour came in for close scrutiny too in that match.

Against Jubb, a line judge was prompted to speak to the chair umpire about Kyrgios, whose demands for some fans to be removed were punctuated by spitting towards a section of the crowd upon victory.

Kyrgios spoke after that match of receiving "a lot of disrespect" from the crowds, while he also jousted with journalists in a news conference, before being angered by what he read afterwards.

Sinking Queen's Club runner-up Krajinovic in such a classy fashion was described by the unseeded Kyrgios as his response.

"I was pretty disappointed in my performance in the first round. Then obviously the media's disrespect and just everything, it was just kind of a reminder to put you all back in your place from the performance today," Kyrgios said. "He made finals at Queen's, top 30 in the world, seeded. It's a gentle reminder."

Kyrgios hit 50 winners and made only 10 unforced errors, saying in an on-court interview that he had displayed "great body language".

"I just wanted to remind everyone that I'm pretty good," he said, with a deliberately straight face.

"I'm just happy. I've been working hard and I've been preparing for this tournament. It's been circled on my calendar pretty much all year, and I'm so excited to be here again.

"I think it's my best chance to win a grand slam of all the four [majors], and I'll keep taking it match by match. I've got an incredibly tough draw still, and today I couldn't have played better and now I can just recover and get ready."

Awaiting Kyrgios in round three is Tsitsipas, a straight-sets winner on Thursday against another Australian, Jordan Thompson.

Kyrgios holds a 3-1 winning head-to-head advantage over Tsitsipas in their previous meetings, coming out on top when they met at Halle just a fortnight ago.

That recent match means Tsitsipas has it fresh in his mind what it might take to topple Kyrgios, and the Greek fourth seed told a news conference: "He claims to like grass and his game is good for the grass.

"I am thrilled to be facing him. I respect him a lot on the court and what he is trying to do. Even though he has been a little controversial in the past, I think he's playing good tennis.

"I'm going to concentrate on doing my own thing and pay attention to my own game from start to finish. Hopefully I can have a great competitive match against him."

Stefanos Tsitsipas claimed the first grass-court title of his career as he edged Roberto Bautista Agut in the Mallorca Open final.

Playing in his fourth final of 2022, Tsitsipas looked to have victory in his grasp when he broke for a 3-1 lead in the decisive set.

He surrendered his initiative when he was broken while serving for the match at 5-3.

However, Tsitsipas made no mistake in the eventual tie-break, surging to a 6-4 3-6 7-6 (7-2) victory.

The win secured Tsitsipas' second title of the year following his May success in Monte Carlo.

Tsitsipas will hope his performance on the grass in Mallorca translates to a strong performance at Wimbledon, where he has gone past the first round only once.

He will face Alexander Ritschard in the first round at the All England Club on Tuesday.

Roberto Bautista Agut stands in the way of Stefanos Tsitsipas and his first grass-court title.

Making his debut at the Mallorca Championships, Tsitsipas sealed his maiden appearance in a grass-court final by cruising past Benjamin Bonzi 6-4 6-4 on Friday.

The world number six has now reached four finals this season, having lost two of the previous three – winning on clay at the Monte Carlo Masters.

It was the second meeting between the pair in as many weeks, with the Greek having also downed Bonzi at the Halle Open.

And Tsitsipas now has a chance to warm up for Wimbledon in winning fashion.

"It was a good match. I am very happy today," Tsitsipas said in his on-court interview. "I have played a final a week before a grand slam before. It was the year I made the final at Roland Garros, in Lyon.

"It worked out pretty well to have that final and consistency of matches. It is different this time. We are talking about a different surface, so we will see."

Tsitsipas has now claimed a tour-leading 39 wins this season, but standing between the 23-year-old and silverware is Spaniard Bautista Agut, who reached a 20th career final by beating Antoine Bellier 7-6 (7-5) 6-2.

Like Tsitsipas, Bautista Agut is aiming for a second title of the season.

At the Eastbourne International, two Americans will vie for the title after Indian Wells Masters champion Taylor Fritz saw off a tough challenge from Alex de Minaur while Maxime Cressy defeated home favourite Jack Draper 7-6 (7-5) 6-7 (2-7) 6-3.

Fritz, who triumphed at Eastbourne in 2019 – similarly against an American, in Sam Querrey – but has found his best form hard to come by of late, also needed three sets to get the better of De Minaur, eventually succeeding 6-1 6-7 (5-7) 6-3.

"It's amazing," Fritz said. "I was having a bit of a rough start coming back from injury to the grass season, and then I came here and the first day I was here I just immediately felt like I was playing good tennis again.

"I just have a lot of confidence being here, obviously great memories, so I'm really excited to come back out and play for the title again."

Top seed Daniil Medvedev crashed out of the Mallorca Championships following a straight-sets defeat by Roberto Bautista Agut in the quarter-finals.

Reigning champion Medvedev was a commanding winner when he locked horns with Bautista Agut in Halle last week.

But the Spaniard gained revenge this time around, prevailing 6-3 6-2 for his fourth victory in five meetings with the world number one.

"I had to play very good to beat Daniil," said the former Wimbledon semi-finalist. "He’s the number one; the last champion here in Mallorca. He just beat me a few days ago.

"I played a really compete match. I was more convinced with my game, hitting strong, very solid. I think I did a really good match."

Next up for the Doha champion is Antoine Bellier after the Swiss qualifier came from behind to defeat Dutchman Tallon Griekspoor 5-7 7-6 (7-5) 6-2.

Elsewhere, Stefanos Tsitsipas is through to his first tour-level semi-final on grass after eventually seeing off Marcos Giron 7-6 (7-5) 4-6 6-3.

The former Roland Garros runner-up, who hit 13 aces, claimed the crucial break in game eight of the deciding set to extend his record tally of wins for the campaign to 38.

The world number six will play Benjamin Bonzi in the last four after the Frenchman overcame Daniel Altmaier 6-3 6-4.

Meanwhile, Cameron Norrie was beaten in the quarter-finals of the Eastbourne International, the top seed going down 7-5 7-5 against Maxime Cressy.

The debutant hit 10 aces and won 80 per cent of points on his first serve to advance to a second tour-level semi-final of the season.

There, he will play Jack Draper, who built on his victory over Diego Schwartzman by downing compatriot Ryan Peniston 6-3 6-3 to seal his maiden ATP semi-final appearance.

Reigning champion Alex De Minaur overcame Tommy Paul 6-2 4-6 6-4 to set up a clash with 2019 winner Taylor Fritz, who claimed his seventh successive victory at Eastbourne after seeing off Alexander Bublik 6-3 6-2 in just 67 minutes.

Daniil Medvedev eventually mastered the windy conditions as he came from behind to keep his Mallorca Championships defence alive, but Jannik Sinner and Diego Schwartzman crashed out in Eastbourne. 

World number one Medvedev fought back from a set down to defeat Aslan Karatsev 3-6 6-4 6-2 and advance to a quarter-final against fifth seed Roberto Bautista Agut, who was granted a walkover after Nick Kyrgios pulled out with an abdominal issue. 

The Russian got just 48 per cent of his first serves in during a blustery opening set before improving to 68 per cent in the second and controlling the decider as Karatsev struggled with injury. 

"It was tough to play [in] rhythm. It felt like many points were just whoever managed to put the ball in the court was going to win the point," Medvedev said of the tricky conditions. 

"It was not easy but I'm happy to win because that's the most important [thing]. 

"Last year was amazing. I played great tennis. Hopefully I can do the same this year. I like it here in Mallorca, so hopefully I can stay as long as possible in the tournament." 

Alongside Medvedev and Bautista Agut, Stefanos Tsitsipas is the only other seed left in the draw after he overcame Ilya Ivashka 6-4 6-4. 

Denis Shapovalov was a 6-4 6-1 loser against Benjamin Bonzi, Pablo Carreno Busta went down 6-3 6-4 to Antoine Bellier and Sebastian Baez's meeting with Daniel Altmaier ended in a 6-2 2-6 6-4 defeat for the Argentine. 

At the Eastbourne International, second seed Sinner suffered a 6-3 3-6 6-3 loss to Tommy Paul as he made his return from a knee injury sustained at the French Open.

World number 13 Sinner remains without a grass-court win in his ATP Tour career, while Paul will next face defending champion Alex de Minaur, who overcame Lorenzo Sonego 7-6 (7-3) 6-2 in a repeat of last year's final. 

Jack Draper defeated fourth seed Diego Schwartzman 7-5 7-6 (7-3) to advance to the quarter-finals and Cameron Norrie cruised past Brandon Nakashima in straight sets.

There were also wins for Maxime Cressy, Alexander Bublik and Taylor Fritz.