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Stoppage-time drama, fan frustration and Matthijs de Ligt's revenge: How Tottenham-Manchester United ended in chaotic fashion

Find out everything that happened as Thomas Frank silenced the boos and Matthijs De Ligt got his revenge during Manchester United and Tottenham Hotspur's thrilling draw. That is not all though. Richarlison also scored to boost his confidence after a difficult start to the season, and Premier League Player of the Month for October Bryan Mbeumo also found the back of the net.

With 10 minutes of normal time remaining at the Tottenham Hotspur Stadium, you could have been forgiven for assuming that Manchester United were heading for a routine 1-0 win.

Xavi Simons had just been replaced by Mathys Tel to a chorus of boos from the home crowd, and Spurs were struggling to test Senne Lammens in the United goal.

What followed was 16 of the most entertaining minutes of football so far this season as momentum swung back and forth between the two iconic Premier League teams.

With that in mind, let us take a closer look at the key moments from United’s entertaining 2-2 draw with Tottenham.

Mbeumo scores again

Fresh off the back of being named the Premier League Player of the Month for October, Bryan Mbeumo impressed yet again.

The summer signing from Brentford scored his fifth Premier League goal in 11 appearances this season after heading Amad Diallo’s cross past Guglielmo Vicario.

The Red Devils went on to control the game well until the 79th minute, when Thomas Frank made an incredibly risky substitution.

Spurs fans outraged

A section of the Tottenham fanbase booed their side off the field following their 1-0 defeat against Chelsea last week, and things appeared to be heading in the same direction against United.

Several Spurs fans reacted negatively to Frank’s decision to replace Simons with Tel in the 79th minute.

The decision was met with audible boos from the home end.

Frank proven right

The frustration of those Tottenham fans turned to jubilation inside five minutes.

Tel got on the ball inside the penalty area, produced a stunning turn, and fired the ball past Lammens.

That made it 1-1 with six minutes plus stoppage time remaining, but Spurs refused to settle for a draw.

Richarlison sends north London wild

Richarlison made it 2-1 in the first minute of stoppage time after glancing Wilson Odobert's shot from distance past Lammens.

The goal clearly meant the world to the Brazilian forward.

Having received his fair share of criticism in recent months, he was visibly emotional after scoring what he must have thought was the winner.

However, it was not.

Sesko injury leaves United with 10

Spurs just needed to hang on to secure all three points, and they were given a big boost when United’s Benjamin Sesko appeared to pick up an injury.

Ruben Amorim had already used all five of his substitutions, and as a result, his side were down to 10 players during the dying embers of the match.

However, who needs 10 players when you have Matthijs de Ligt?

De Ligt to the rescue

Despite having relinquished their lead and being down to 10 players, United somehow managed to snatch a point from the jaws of defeat.

The equaliser came from an unlikely source in the form of De Ligt.

The Dutch defender was part of the Ajax side who were beaten by Spurs in the semi-finals of the 2019 UEFA Champions League after a late Lucas Moura goal.

He finally got his revenge, denying Frank’s side all three points with an excellent header that brought the thrilling contest to a close.

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Ivan Toney in shock link with Tottenham Hotspur, West Ham preparing move for Manchester United midfielder Kobbie Mainoo in January - Paper Round

Could Ivan Toney reunite with Thomas Frank at Tottenham Hotspur? A report in Saturday's newspapers suggests the striker could make a shock return to the Premier League. Elsewhere, West Ham are preparing a January move for Manchester United midfielder Kobbie Mainoo, and Hertha Berlin's 16-year-old sensation Kennet Eichhorn is now being linked with a move to Arsenal.

Toney in shock link with Spurs

Ivan Toney could be set for a shock reunion with former Brentford boss Thomas Frank at Tottenham.

The 29-year-old left England for Saudi Pro League side Al Ahli in the summer of 2024 after a hugely successful time with The Bees where he scored 72 goals in 141 appearances.

Toney has not featured with England since his departure, but reports suggest he could make a return to the Premier League in a bid to boost his chances of going to next summer's World Cup.

"Ivan Toney could be handed a mid-season World Cup lifeline after Premier League interest in the striker emerges," The Sun writes.

"The former Brentford man continues to score goals in Saudi Arabia but is not currently in the mix for his country under Thomas Tuchel with just over six months to go until USA 2026 despite scoring 11 times in 15 matches this season.

"Toney, 29, may yet get the chance to prove himself back in England, though, after talkSPORT report that Thomas Frank is open to signing the striker again.

"With Spurs struggling for goals and Toney keen to push his case again, the two could scratch each other's backs.

"It is claimed that with Richarlison being a long-term target for Al-Ahli, who Toney has scored 41 times for in 18 months and just 59 matches, movement could follow."

West Ham serious about Mainoo

West Ham want to sign Kobbie Mainoo from Manchester United on loan in January.

Mainoo has struggled to establish himself in Ruben Amorim’s midfield so far this season, leading to speculation about his future at Old Trafford.

According to a report in The Sun, West Ham are ready to offer the England international a "guaranteed starting spot".

The outlet writes: "West Ham have emerged as suitors for Manchester United starlet Kobbie Mainoo over a potential six-month loan move in January.

"Transfer guru Fabrizio Romano has revealed that West Ham are reportedly ready to offer Mainoo a ‘guaranteed starting spot’ to coax the youngster away from Old Trafford until the end of the season.

"Romano said on his Here We Go Podcast: ‘Kobbie would still be open for a loan move in the January transfer window.

"'He would like to go and play on a straight loan, six months and then back to Man Utd.

"'Now it depends on the club. It depends on if Man Utd will find another player in the middle.

"'It depends on what Ruben Amorim wants to do, because the desire for him would be to keep the same squad in terms of players leaving in the January window.

"'West Ham for example for sure are offering a guaranteed starting spot to Mainoo."

"'Despite Mainoo’s reported interest in a move away, SunSport understands that the club have no intention of allowing him to leave in the January window.'"

Eichhorn also wanted by Arsenal

The Sun claims Manchester United and Arsenal are leading the chase for 16-year-old midfielder Kennet Eichhorn.

Friday's Paper Round suggested The Red Devils and Liverpool are interested in the Hertha Berlin star - but it appears Arsenal are also among the teams interested.

Eichhorn is an under-17 international with Germany and has featured in nine of his club's games so far this season.

The outlet notes: "Manchester United and Arsenal are leading the chase for a German schoolboy talent who is already being compared to World Cup and Champions League winner Toni Kroos.

"The Premier League giants are plotting moves for 16-year-old Hertha Berlin midfield sensation Kennet Eichhorn even though he can’t leave Germany until 2027.

"That has caught the attention of some of the biggest clubs in the world with United, Liverpool, Barcelona and Paris Saint-Germain having sent scouts to watch him live.

"Sport-Bild report that Arsenal, Manchester City, Real Madrid and Bayern Munich are also keen."

- - -

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How to watch and live stream Tottenham Hotspur v Manchester United in the Premier League on TNT Sports and discovery+ - date, kick-off time

Here is all the information you need to know to catch every second of the Premier League clash between Tottenham Hotspur and Manchester United on Saturday. Both sides have had a mixed start to the season. Spurs are currently sixth in the Premier League table after a 1-0 defeat against Chelsea last time out. United are eighth are their 2-2 draw against Nottingham Forest last weekend.

One of the Premier League’s most iconic fixtures will return to our screens when Tottenham Hotspur welcome Manchester United to north London on Saturday.

This weekend’s early kick-off will see Spurs and The Red Devils go head-to-head at Tottenham Hotspur Stadium, and both sides will be desperate for all three points after mixed starts to the season.

Thomas Frank’s side fell to a 1-0 defeat against bitter rivals Chelsea in their previous Premier League fixture, leaving them in sixth place in the table.

To make matters worse, Djed Spence and Micky van de Ven appeared to snub their manager as they walked off the pitch.

However, Van de Ven scored one of the goals of the season as Spurs bounced back with a 4-0 win over Copenhagen in the UEFA Champions League on Wednesday.

Ruben Amorim’s side are eighth after a rollercoaster start to the campaign.

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The Portuguese coach appeared to be under pressure until a run of three Premier League victories in a row and a 2-2 draw against Nottingham Forest last time out got United’s season back on track.

Here is how you can catch every second of the action live on TNT Sports and discovery+

When is Tottenham v Manchester United?

Tottenham v Manchester United will take place on Saturday, November 8 at Tottenham Hotspur Stadium.

Kick-off is at 12:30 UK time, with live coverage on TNT Sports 1, TNT Sports Ultimate and discovery+ starting from 11:00.

How to watch Tottenham v Manchester United?

Tottenham v Manchester United will be live on TNT Sports 1, TNT Sports Ultimate and discovery+.

TNT Sports is available across all major TV platforms, offering a line-up of up to four TV channels (TNT Sports 1, TNT Sports 2, TNT Sports 3, TNT Sports 4), and up to six digital or red-button channels (TNT Sports 5 to 10), and TNT Sports Ultimate plus TNT Sports Box Office HD.

You can subscribe to TNT Sports through discovery+, BT, EE, Sky, and Virgin Media.

To find out where your local establishments showing TNT Sports are, use our Pub Finder.

For the latest information on which football matches are on TNT Sports, click here.

Here is the TNT Sports schedule and TV guide. And for the full Premier League schedule, click here.

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With Tottenham Hotspur down to 10 men in the second half while 2-0 up against FC Copenhagen in the UEFA Champions League on Tuesday, there was perhaps a hint of angst in the north London air that Thomas Frank's side might let their lead slip. Up stepped Micky van de Ven to allay their fears in perhaps the most stunning way possible, as he embarked on a "sensational" solo run to notch Spurs' third.

Micky van de Ven left the Tottenham Hotspur Stadium in a state of shock as he netted an "absolutely sensational" solo goal on Tuesday, with Thomas Frank comparing the defender to Lionel Messi.

Spurs had worked their way into a 2-0 lead against FC Copenhagen in their UEFA Champions League clash by the 51st minute, but Brennan Johnson's 55th-minute sending off threatened to derail Thomas Frank's side, with Copenhagen attempting to stretch the game and reduce their deficit.

Up stepped Van de Ven - the centre back who is Spurs' top goalscorer (5) this season, to establish a three-goal cushion in "unbelievable" fashion.

"That could be goal of the season, definitely," Frank said after being asked about the defender's wonderful strike.

"It was like Lionel Messi transformed into a centre-back, the way Micky ran through everyone. Fantastic goal."

The Dutchman collected the ball just on the edge of his own penalty area after Mohamed Elyounoussi was dispossessed by Joao Palhinha.

From here, the Spurs defender produced what will surely go down as an all-time classic Champions League moment - one that will "shake the world," according to former Spurs goalkeeper Joe Hart.

Within a few strides, Van de Ven had beaten five recovering Copenhagen men with his renowned blistering pace, bursting through the middle, seemingly with a force field around him.

His scintillating speed left Copenhagen's right centre-half, Gabriel Pereira, out of the question. It was now just a case of whether Pantelis Hatzidiakos could cover the ground before Van de Ven was in on goal. But before the defender could even get within a few yards of the Spurs man, he had unleashed a fierce left-footed strike in at the near post, which sent the home crowd into pandemonium.

It took just about nine seconds for Van de Ven to dispatch his strike after racing from the edge of his own penalty area - a goal so supreme it drew goalkeeper Guglielmo Vicario to sprint from his own goal to celebrate with the Spurs players - despite appearing to be nursing a slight hamstring issue.

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"That is absolutely sensational from Micky van de Ven," Darren Fletcher said on TNT Sports commentary. "The pace, the power, the finish.

"Tottenham's leading scorer with a candidate for goal of the season. That was men against boys. He looked like the older lad in the playground running through the younger ones.

"It was such a physical mismatch. Look at this, just enjoy this. I'm going to make the claim now: you're going to have to have a hell of a goal for that not to be goal of the season, and it's only November."

'That will shake the world'

Joe Hart was equally stunned by the developments at the Tottenham Hotspur Stadium: "Wow, wow, wow. This is one of the best displays I've seen from a centre-half. Dominant.

"Saw his chance, charged through Copenhagen. They didn't even look like they wanted to challenge him. Petrified of his pace and power. He's on the edge of his box. How many around him? Four, five. Not standing a chance. Incredible finish at the end of that run."

He added: "That's one of those that will shake the world. Everyone will see that goal; admittedly, this might not be the game everyone was watching tonight. That goal from Micky van de Ven, you'll see that over and over again.

Joe Cole, meanwhile, said Van de Ven had just displayed an "old-school Buffalo Bills run," and does not feel a better goal will be scored this season.

"Wow," Cole remarked on TNT Sports' UEFA Champions League Goals Show Xtra. "That is comic book incredible.

"It is unbelievable. I think the boys nailed it. You've just seen the goal of the season. That whole place will be lit up watching that.

"He is an unbelievable footballer. Just when you think you've seen everything in footballers, you find a centre half who can dribble the length of the pitch, because he does it consistently."

Watching on as Vicario joined the celebrations, Cole added: "His hamstring is tight, and he felt the need to sprint 100 yards to celebrate, that's how good that goal was!"

Van de Ven's heroics put an emphatic end to speculation over disharmony at Spurs after he appeared to snub Frank when being withdrawn as a substitute in the Premier League defeat to Chelsea.

Spurs' 4-0 win means they have collected eight points from their first four matches in Europe - temporarily landing them seventh in the league phase standings.

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Tottenham 4-0 FC Copenhagen: UEFA Champions League highlights as Micky van de Ven scores superb solo goal for Spurs

Tottenham beat FC Copenhagen 4-0 in the UEFA Champions League, with defender Micky van de Ven scoring one of the goals of the season. Watch the UEFA Champions League live on TNT Sports and discovery+.

'Extremely painful’ to hear boos at full-time - Tottenham Hotspur boss Thomas Frank after defeat to Chelsea

Tottenham Hotspur head coach Thomas Frank said it was “extremely painful” to lose 1-0 at home to London rivals Chelsea in the English Premier League and be booed off by their own fans at full-time.

GITTENS MISSES A SITTER

Spurs make a hash of a free-kick and should have been punished.

Chelsea break as Fernandez finds Pedro who squares for Gittens, but the youngster blazes over from five yards out.

SIX MINUTES ADDED ON

Spurs have six minutes to find something. The home fans are getting desperate and claim handball against James as he controls an awkward ball into the box.

NETO DOWN WITH CRAMP

It has been a very physical game and Neto is feeling it in these last 10 minutes.

He receives some treatment and Spurs fans are unhappy that their team gave the ball back.

TEN MINUTES REMAINING

It feels like there could be a final twist in this one. Let’s hope so anyway. Spurs are yet to create anything of note in this second half.

However, Chelsea have failed to finish them off.

WASTEFUL SPURS

Another set-piece opportunity for Spurs. However, Porro and Kudus play it short and Cucurella chases it down and wins the ball. You can understand the frustration of the home fans.

FERNANDEZ HEADS OVER

That could have easily been 2-0. A lofted cross from James finds the head of Fernandez who fails to keep his effort down and it sails over the bar.

ALMOST AN OWN GOAL

Elanga volleys the ball across goal and it strikes the covering Danso on the side of the head, deflecting just wide of his own goal.

CHANGES FOR NEWCASTLE

The hosts make a triple change with an eye on closing this one out and keeping their title defence going into the next round. Trippier, Osula and Joelinton replace Krafth, the excellent Woltemade and Willock.

MUCH BETTER FROM RICHARLISON

An early cross into the box is met by Richarlison, who turns a clever effort on target and Ramsdale makes the save. The hosts go straight back up the other end and earn themselves a corner.

NO CORNER

A deep cross drifts out of play and Spurs appeal for a corner, suggesting it clipped Burn on the way out, but I’m not sure it did and the referees aren’t either.

GREAT SAVE RAMSDALE!

Spurs break and Spence finds Johnson, who squares it for Xavi. It looks like he’s going to shoot, but he spots Sarr arriving and lays it off to him, with Ramsdale making a stunning stop to prevent it finding the bottom corner, and Bergvall’s on his toes as Johnson turns the loose ball across the face of goal. Spurs get the corner in and Ramsdale punches that clear too.

GLIMPSES OF PURE CLASS

Woltemade pulls in three defenders before playing Willock in on the break. He’s got a lot of ground to cover to get into the final third, but still should do better with support arriving and Spurs stretched.

THE FINAL PASS IS OVERHIT

Xavi’s face is a picture of frustration as he does well as part of a Spurs move that sees them win the ball with the high press and then break into the final third through the Dutchman, but his final pass is overhit, when it really wasn’t a tricky ball into the path of Johnson. The home fans enjoyed that.

THE ASSISTANT MAKES THE DECISION

Tonali hauls Xavi back by the neck of the Spurs man’s shirt and at first the ref allows play to continue, but the assistant lets him know it’s a foul and Spurs get the free-kick.

GOAL! NEWCASTLE UNITED 2-0 TOTTENHAM HOTSPUR (NICK WOLTEMADE)

It’s a second for Newcastle and it’s the big striker Woltemade who gets it, nodding in Willock’s cross. It was a nice move from the hosts, but it’s a big error from the Spurs keeper Kinsky, who comes charging off his line to try and meet it, but punches thin air and Woltemade’s soft header loops into an unguarded net. He won’t want to see that again. 2-0.

HUGE CHANCE MISSED

Willock wins a header and sends it looping harmlessly wide of the far post. He either should have tested the keeper in a great position, or cushion it across to the unmarked Woltemade, but did neither. Perhaps he got caught in two minds, but it is not good.

HALF-TIME: HOSTS LEAD AT THE BREAK

The whistle goes and Newcastle head in 1-0 up at half-time in a high-tempo and hard-fought game at St James’ Park. Newcastle have been excellent in patches, but Spurs were much better in the back-end of that half and we could have a game on after the interval, stay tuned!

CHANCES FOR SPURS

The ball drops for Richarlison but his header is straight at Ramsdale, and moments later Xavi Simons has a crack from outside the box, which takes a nick off the defender and a touch from Ramsdale over the bar, so the fact that a goal-kick is given just further riles a Spurs side close to losing their heads with the referee.

MUCH BETTER FROM SPURS

The final pass hasn’t really fallen for them, but Spurs have looked way better going forward since they went behind, offering plenty of threat. They have some attacking options on the bench, although Odobert isn’t one of them. That makes it 11 first-team squad players unavailable for Spurs right now.

LET IT FLOW

Spence drives forward down the left and has three players on him. He’s bumped and barged and looks to be hauled down by Tonali, but the ref waves play on. The officials are certainly letting play flow tonight, let’s say that.

SHOULD BE A SECOND

Newcastle should be two up. Spurs fail to clear a long throw and Newcastle get the ball back in. Thiaw meets at the back post but plays it almost sideways, shanking it unintentionally to Barnes, who manages to get a boot up to it but can’t keep his effort down.

Arsenal, Tottenham Hotspur and Newcastle United target Porto striker, €100 million price tag for Vinicius Junior - Euro Transfer News

In Tuesday's Euro Transfer News, a trio of English clubs have targeted a Porto striker, while Real Madrid have slapped a €100 million price tag on Vinicius Junior. That is not all, though. Borussia Dortmund are keeping an eye on a River Plate prodigy and three Serie A sides are eager to sign Kim Min-jae from German giants Bayern Munich when the transfer window opens.

Arsenal, Spurs and Newcastle target Porto sensation

Tottenham Hotspur will reportedly face stiff competition from Newcastle United and Arsenal in their bid to sign Porto’s Samu Aghehowa.

Spanish outlet Fichajes believes the striker has caught the eye of the three Premier League giants after scoring 11 goals in 14 appearances across all competitions so far this season.

Newcastle and The Gunners both bolstered their attacking options in the summer, signing Nick Woltemade and Victor Gyokeres, respectively.

However, the reports from Spain suggest that they could still try and hijack Spurs’ move for Aghehowa.

"Samu Aghehowa's name has become one of the most coveted names in the European market," read the article.

"The 21-year-old striker, who boasts a spectacular goalscoring record with FC Porto , is attracting urgent interest from English clubs.

"Tottenham has already accelerated its moves, but faces stiff competition: Arsenal and Newcastle United are also anxiously monitoring his contract situation.

"January could determine his fate, as Porto faces financial pressures that could force them to consider offers even below his release clause."

€100 million price tag for Vinicius

Spanish website SPORT have said it would take €100 million to convince Real Madrid to sell Brazilian star Vinicius Junior.

The forward has been linked with a move away from Los Blancos after he was substituted during El Clasico.

Vinicius has been a key player for Madrid in recent years and finished second in the 2024 Ballon d’Or rankings behind Manchester City midfielder Rodri.

"With a contract until 2027, he himself halted his renewal in the summer, and according to reports from the player's entourage, his departure is beginning to gain traction," read the article.

"Either a sale in the next summer transfer window, valued at an affordable €100 million, or even forcing his release in 2027 without Real Madrid receiving any financial compensation.

"It would be the opposite of what happened with Mbappe and PSG, except that Vinicius is a player whose European career has only been tied to Real Madrid, which paid €45 million for his signing."

Dortmund keeping eye on River Plate prodigy

Journalist Florian Plettenberg reports that Borussia Dortmund are keeping an eye on River Plate’s Juan Cruz Meza.

The 17-year-old sensation is one of the most exciting prospects in South America after making 21 appearances across all competitions so far this season.

Cruz Meza’s contract with River Plate is set to expire in December 2026, and Plettenberg believes that several clubs in Europe are keen to sign him.

"Borussia Dortmund are also closely monitoring Juan Cruz Meza," he posted on X, formerly Twitter.

"BVB have carried out several live scouting visits on site. The 17-year-old attacking midfielder is under contract with River Plate until December 2026, and many top clubs from Europe are interested in him."

Serie A sides go after Bayern defender

Journalist Christian Falk has said that three Serie A sides are interested in signing Bayern Munich defender Kim Min-jae.

The South Korea international joined the German giants in the summer of 2023 after impressing with Napoli.

However, Kim has only made nine appearances across all competitions so far this season and could now be set for a return to Italy. Juventus, Inter Milan and AC Milan are all reportedly interested in a deal.

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"Bayern Munich defender Kim Min-jae could be in demand in the 2026 summer window, although a potential exit in January cannot be ruled out," read the article.

"Min-jae has dropped down the pecking order at the club behind Dayot Upamecano and Jonathan Tah this season."

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