Brighton secured a place in the knockout stages of the Europa League after Joao Pedro’s second-half penalty earned an unconvincing 1-0 victory away to 10-man AEK Athens.

In-form forward Pedro converted his fifth goal of the competition in the 55th minute to guarantee the Seagulls a top-two finish in Group B.

Albion were second best before the VAR-awarded spot-kick and fortunate not to fall behind in the closing stages of the first half when AEK forward Steven Zuber struck a post.

The lively hosts were forced to play the final 25 minutes a man down following Mijat Gacinovic’s dismissal for a second yellow card.

Roberto De Zerbi’s men will vie for first place in the pool – and automatic qualification for the last 16 – when Marseille visit the Amex Stadium in the final round of fixtures in two weeks’ time.

Brighton’s maiden European campaign was launched with an underwhelming 3-2 defeat to the Greek champions in September.

Yet the Premier League club arrived at the AEK Arena in control of their own destiny thanks to a battling comeback draw in Marseille and back-to-back wins over Ajax.

Head coach De Zerbi made four changes from Saturday’s 3-2 success at Nottingham Forest, including recalling match-winner Pedro, and saw his injury-hit side start in the ascendancy.

Evan Ferguson was twice blocked as he threatened inside two minutes, while AEK defender Domagoj Vida came close to a calamitous own goal with a firm back pass which had goalkeeper Cican Stankovic scampering across his line.

But the disjointed Seagulls faded from the encouraging start and were in regular danger of falling behind.

AEK forward Zuber forced Albion keeper Bart Verbruggen to turn over a powerful drive before heading narrowly wide from the resultant corner.

Brighton were then lucky not to concede just before the break amid relentless home pressure.

Switzerland international Zuber worked space inside the 18-yard box with quick feet before seeing his angled drive deflect off Lewis Dunk and rattle the left post, with Gacinovic unable to head home the rebound.

Verbruggen was forced to save from Gacinovic after the restart before Brighton snatched the lead against the run of play during a pivotal spell in the contest.

Swiss referee Sandro Scharer initially waved play on when Pedro went to ground under pressure from AEK captain Damian Szymanski before pointing to the spot after viewing a replay of the incident on the pitch-side monitor.

Brazilian forward Pedro duly dispatched his sixth penalty of the season – and third against AEK – by sending Stankovic the wrong way from 12 yards to back up his weekend brace at Forest as a substitute.

Brighton had barely threatened before the opener and their cause was further strengthened just 10 minutes later when Serbia midfielder Gacinovic over-ran the ball and raked his studs into Joel Veltman to receive a second booking.

Seagulls striker Ferguson threatened to double the lead before being repelled as he tried to round Stankovic having been sent clear.

AEK midfielder Orbelin Pineda then flashed wide as the home side pushed for a leveller but Brighton, despite an uninspiring display, held on relatively comfortably to ensure their European adventure continues.

Tomas Soucek struck late on yet again as West Ham secured their passage into the knock-out stages of the Europa League despite a Serbian snooze-fest against Backa Topola.

The Czech midfielder has now scored in his last five matches for club and country after an 89th-minute volley earned a scratchy 1-0 win.

Now they need to finish the job against Freiburg at the London Stadium in a fortnight to ensure they top the group and avoid a two-legged play-off in February.

Around 320 hardy West Ham fans made the 2,000-mile journey out to the Balkans, including a 100-mile trek up the motorway from Belgrade to the TSC Arena.

Many of them had got their wish, in the absence of injured forwards Jarrod Bowen and Michail Antonio, of a first start of the season for 19-year-old FA Youth Cup-winning striker Divin Mubama.

But the youngster barely got a sniff of the ball as West Ham struggled to rouse themselves in the sleepy Serbian town.

The hosts came into the encounter on the back of a 4-0 win over Super League leaders Partizan at the weekend, and they made a confident start with Uros Milovanovic forcing an early save from Lukasz Fabianski.

Then an error from Aaron Cresswell, handed a rare start in one of seven changes from the side which snatched a late win at Burnley thanks to Soucek’s goal, gifted Aleksandar Cirkovic a shooting opportunity with Fabianski saving again.

West Ham registered their first shot on target after half an hour, a tame effort from Said Benrahma on his 150th West Ham appearance which was easily dealt with by Veljko Ilic.

But it was a mind-numbing first half neatly summed up by former player Joe Cole, on TNT Sports, as “dross” and “appalling”.

Boss David Moyes turned to Danny Ings and the lesser-spotted Maxwel Cornet just after the hour, replacing Benrahma and Mubama, in a bid to inject some life into his unconvincing side.

And as the game ticked into stoppage tie Cornet crossed from the left and Soucek hammered in a volley to win it.

West Ham have enjoyed a thrilling run in Europe over the past three seasons, including their historic Europa Conference League final triumph in Prague.

Although this was not one which will live long in the memory it was an 18th win in 20 matches in Europe, job done for Moyes and his side.

Injury has ruled out Liverpool goalkeeper Alisson Becker for more than a fortnight but manager Jurgen Klopp admits it could have been worse and the Brazilian should be fit to face Manchester United next month.

The keeper appeared to sustain a hamstring problem late in Saturday’s 1-1 draw at Manchester City and although he managed to complete the match he is set to miss the next five matches – two of which he would not have played in as Caoimhin Kelleher deputises in the Europa League.

Alisson will miss European ties against LASK and Union Saint-Gilloise as well as Premier League games against Fulham, Sheffield United and Crystal Palace but should make a timely return for the visit of their arch-rivals on December 17.

Forward Diogo Jota was also injured in City game but his prognosis is not as good.

“Both are out. Ali is a bit lesser, so we have to see. Not day by day – he cannot play tomorrow or Sunday. Probably not the week after should be kind of OK,” Klopp said ahead of the Europa League visit of LASK.

“Alisson is not as bad (as we thought) but still bad enough. Diogo will take a little bit longer, don’t know exactly. Have to see.”

Kelleher has made only five appearances this season but last played back-to-back matches in January 2022 and has never played more than three matches in a row in his Liverpool career.

In the summer there was speculation about the 25-year-old wanting to seek first-team football elsewhere but Klopp said the current situation was exactly why the Republic of Ireland international was persuaded to stay.

“Yes, that’s pretty much exactly it. That’s why we knew we wanted to have Caoimh here for these moments,” added the Liverpool boss.

“Nobody, Caoimh as well, wanted Ali to get injured, but if these things happen then you need the strongest possible option and that’s Caoimh for us.

“That’s the only positive about that, to be honest, that we can put in Caoimh. That’s fine.

“Now he gets an opportunity that he deserves, he would have played tomorrow night anyway, that’s clear, but now he will have a few more games and hopefully he can show his full potential.”

Defeat in Toulouse earlier this month made Liverpool’s task of guaranteeing top spot in the group – and thereby avoiding a play-off round in the knockout stages – slightly more difficult but it could be secured on Thursday at home to LASK if Union Saint-Gilloise beat the second-placed Ligue 1 side.

But Klopp rejected the suggestion that result was a reminder that his much-changed European sides have standards to maintain.

“It was not needed but it wasn’t helpful. It was three weeks ago and a lot of things happened since then. It just made the situation more difficult, that’s how it is,” he said.

“Toulouse was maybe a one-off performance-wise – it was around Luton (a 1-1 draw) which was not too great either – but this was in a very short period of time.

“Besides that the boys usually perform and that’s what we should concentrate on.

“We want to win tomorrow night and we want to win in Belgium as well but if we don’t win tomorrow night the game in Belgium, in a super intense period, will be tough so it’s all about performing tomorrow night and really going for it, that’s the idea.”

Former Liverpool captain Phil Thompson has no issues with manager Jurgen Klopp making wholesale changes for their Europa League campaign but has warned against complacency.

In their four European matches so far Klopp has made 11, 10, eight and nine alterations from the previous Premier League game and up until the 3-2 defeat to Toulouse earlier this month it had no effect.

Defeat in the south of France extended the process of guaranteeing top spot, and thereby avoiding an extra play-off game in the knockout stage, but that could be secured on Thursday with a win at home to LASK if second-placed Toulouse do not beat Union Saint-Gilloise.

Klopp is likely to make significant changes again at Anfield, especially after injuries to goalkeeper Alisson Becker and Diogo Jota in Saturday’s draw at Manchester City, but three-time European Cup winner Thompson does not believe that should make any difference until the competition reaches its later stages.

“Toulouse was extremely difficult and the players didn’t perform well, there are no two ways about it, but that happens,” he told the PA news agency at the launch of the Ultimate LFC Experience in which fans can experience, among other things, training at the club’s Melwood complex.

“No one was moaning about that team in the other games when we made a lot of changes so I have no problems with that. It was the lads on the day.

“Because we had more or less got the group wrapped up I don’t think we were up for it as much as we should have been and that was the disappointment.

“With respect to the teams we have played in the Europa League it is not as tough as the Champions League group stage so you can mix and match.

“He has got a big squad, you need players and you need them to get minutes and a little bit of understanding and barring the Toulouse game things have gone according to plan.

“Players have got valuable time playing in the Europa League but I think as it goes on you see changes and the first team will come to the fore.”

Thompson believes Liverpool’s position as favourites, which has been the case before a ball was even kicked, is fully justified but knows the competition changes when teams from the Champions League drop down in the new year.

“You can see why they made Liverpool favourites, with their great tradition in the Champions League and European Cup, but you have to wait to see the teams who will drop out of the Champions League,” he added.

“In 2001 when we were in the UEFA Cup (and he was assistant to Gerard Houllier) the teams that dropped out were really top-class teams and it was really tough.

“We beat Olympiacos and Barcelona (both teams came from the Champions League) and Porto (who were Champions League qualifying losers).

“The league is your bread and butter but the European competitions are just fantastic so you have to enjoy it, embrace it and if big teams come all the better.”

Philippe Clement warned his Rangers players that Europa League knockout football is not yet assured despite a 2-1 win over Sparta Prague taking them in to second place in Group C.

In a thrilling first-half performances Brazilian striker Danilo got the breakthrough after 11 minutes before midfielder Todd Cantwell added a second in the 20th minute but the second half was not so convincing.

Sparta substitute Lukas Haraslin reduced the deficit in the 77th minute and although Danilo soon had the ball in the net again it was ruled out after VAR check for a foul and in the end the Light Blues were glad to hang on.

Real Betis have nine Group C points, Rangers have seven, Sparta Prague have four and Aris Limassol just three.

Rangers host Aris Limassol later in the month and can confirm qualification with a victory before concluding their campaign next month with a trip to Spain to face Real Betis.

However, Clement said: “If there is one thing I don’t want is that the players now think that we are qualified.

“We made a really important step forward that is true but we don’t have anything in our heads for the moment.

“We need to get our points against Aris or against Betis, we still have two games to go.

“It is focus and concentration to try to get three points out of every game and we know that football is a game that you don’t always get what you deserve. There can be circumstances that can go against you so we have to be at the top level every time.”

Clement is unbeaten in six games since taking over the Gers hot seat from Michael Beale – the only blip was a goalless draw against Sparta Prague away – and he claimed the first half was the best so far as he called for a complete 90-minute performance.

He said: “If you see the strength of the opponent, this is the best team we have played against until now, as we did in Prague (0-0).

“The first half  was really good, I want to see that football for 90 minutes, that is the goal.

“We could not do that from the situation we were in a few weeks ago, we need more time for that, to get everyone at the top physical level to do the distances, intensity and high speeds with and without the ball.”

Sparta Prague boss Brian Priske, a former team-mate of Clement at Club Brugge, conceded that Rangers were the better side on the night.

He said: “Yes they were, we have to admit it. Over 90 minutes for sure, they were the better side.

“The first half they really punished us, they played well, created big chances and we struggled creating chances and defending as we normally do.”

David Moyes was thrilled to get West Ham’s Europa League campaign back on track after Lucas Paqueta’s goal secured a 1-0 victory over Olympiacos.

The Brazil midfielder crashed in a second-half volley to keep the Hammers on top of Group A and to the brink of qualifying for the knockout stages.

Moyes’ side are also guaranteed European football after Christmas with the worst-case scenario a third-placed finish meaning a return to the Europa Conference League and a chance to defend the trophy they won last season.

They enjoyed a measure of revenge, too, having accused the Greek team of celebrating their 2-1 win in the reverse fixture two weeks ago as if they had won the Europa League itself.

Not only that, but West Ham have now won their last nine home games in Europe since the start of last season, one more than Manchester City.

“We were disappointed to lose our record of 17 unbeaten two weeks ago against Olympiacos, so it’s good to get back on track,” said Moyes.

“We’re top of the group, we still have two matches to play but at the moment I think this is the hardest group we’ve had, in our third year in it, and it’s proved to be the case. We’ve done the job tonight. It’s a great result for us.

“Europe has been great for this football club, we’ve had some great nights and long may they continue.”

Paqueta, the best player on the pitch, broke the deadlock in the 74th minute after Bowen’s square pass found James Ward-Prowse.

The former Southampton midfielder chipped the ball forward into the area for Paqueta to fire home on the volley.

The goal was initially ruled out by an assistant referee’s flag, but a VAR check showed the Brazilian was onside and referee Matej Jug, who had infuriated West Ham with some strange decisions all evening, got the biggest cheer of the night when he signalled a goal.

“I don’t think VAR needed to come to the rescue, it was onside, it was a goal,” added Moyes.

“We needed it because the game was very tight, there was very little in it.

“He took the goal brilliantly tonight but there were lots of things I wanted him to do better. We’ve got room for improvement.”

It was a fourth assist in four European outings for Ward-Prowse, who was overlooked by England again earlier in the day, more than a year after his last call-up.

Paqueta pointedly went to the 3,000 travelling fans to celebrate, probably because the West Ham players were targeted by laser pens from Greek supporters in Athens.

West Ham survived a late scare when Mady Camara rattled a post but they held on to complete their European revenge mission.

Rangers moved clear into second place in Europa League Group C with what turned out to be a nervy 2-1 win over Sparta Prague at Ibrox.

The two sides fought out a goalless draw in the Czech Republic last month but it took only 11 minutes for Brazilian striker Danilo to get the breakthrough before midfielder Todd Cantwell added a second in the 20th minute.

The visitors smartened up after the break however, with substitute Lukas Haraslin reducing the deficit in the 77th minute and although Danilo soon had the ball in the net again it was ruled out after VAR check for a foul and in the end the home players and fans were glad to hear the final whistle.

Philippe Clement has now gone six games unbeaten since taking over as Light Blues boss and incremental improvement is clear, but they were holding on at the end.

Real Betis have nine points, Rangers have seven, Sparta Prague have four and Aris Limassol just three.

Rangers host Aris Limassol later in the month before concluding their campaign next month with a trip to Spain to face Real Betis and there is plenty still at stake.

The home side were buoyed by their commanding 3-1 Viaplay Cup semi-final win over Hearts on Sunday and Clement made one change with centre-back Ben Davies in for Leon Balogun, who, along with left-back Ridvan Yilmaz, was not included in the European squad by former boss Michael Beale.

Rangers’ first chance came in the fifth minute when a cut-back from Cantwell just missed the sliding Danilo, wearing a mask again to protect a cheekbone injury.

However, the Gers striker soon took advantage of a horror mistake by the visitors, intercepting a lazy backpass from defender James Gomez before racing through to slip the ball past keeper Peter Vindahl for his third goal in four games.

The Czech side were rattled and Vindahl soon had to make a save from a spectacular Cantwell effort.

At the other end, Rangers keeper Jack Butland tipped a header from Gomez over the bar for another corner which came to nothing, before Rangers stretched the lead.

Danilo took possession deep in the visitors’ half, moved the ball onto the right-hand side for Cantwell who turned back inside Gomez before bending a drive into the far corner for his first goal of the season and once again the home fans were celebrating.

Sparta players came together in an impromptu ring to try to sort things out but it got no better.

In the 27th minute a poor clearance from Sparta captain Asger Sorensen from an Abdallah Sima cross ended at the feet of Danilo and he smashed the outside of the post with a drive from 16 yards and 10 minutes later skipper James Tavernier came close with a 25-yard free-kick.

Gomez was having a torrid night and his slip allowed Cantwell  to run clear on to a Connor Goldson pass but his unconvincing shot was blocked by the foot of Vindahl.

There was no surprise when Gomez failed to emerge for the second half with Victor Olatunji also staying inside as Qazim Laci and Tomas Wiesner came on for Czech side who began to push Rangers back for the first time, with Laci sending a header past the post just after the hour mark.

Clement’s side could not get going and in the 69th minute Cantwell made way for  young attacker Ross McCausland to give a much-needed energy boost to the Govan side.

Still Sparta had the upper hand and Haraslin just missed the target with a shot into the ground following a corner.

Vindahl made saves from McCausland and midfielder Ryan Jack as Rangers tried to reassert themselves but they found themselves under real pressure when Haraslin played a one-two with Angelo Preciado and swept the ball into the net from 10 yards.

Danilo looked like he had immediately restored Rangers’ two-goal lead but Italian referee David Massa checked his pitch side monitor and decided that the Gers attacker had tripped Serensen to get his chance.

Butland made a fine save from Haraslin’s powerful drive as Rangers defended desperately for a valuable three points which looked like being a lot easier earned at the interval.

Lucas Paqueta got West Ham’s Europa League campaign back on track with the winner in a 1-0 victory over Olympiacos.

The Brazil midfielder crashed in a second-half volley to keep the Hammers on top of Group A and to the brink of qualifying for the knockout stages.

It was also a measure of revenge for West Ham, who had accused the Greek team of celebrating their 2-1 win in the reverse fixture two weeks ago as if they had won the Europa League itself.

Olympiacos fans created a hostile atmosphere that night in Athens, unfurling a huge banner across one stand reading ‘Tonight you dine in hell’.

The London Stadium, by contrast, could never be referred to as a cauldron of noise, and besides, ‘Tonight you dine in Westfield’ does not have the same ring to it.

Nevertheless, the place was crackling at kick-off with the Hammers, last season’s Europa Conference League winners, in need of a victory to keep their continental destiny in their own hands.

But a workmanlike but limited Olympiacos proved a tough nut to crack in the opening 45 minutes.

Said Benrahma dragged an early shot wide and then saw a better one saved by visiting goalkeeper Alexandros Paschalakis.

From the corner James Ward-Prowse’s cross was headed straight at Paschalakis by Nayef Aguerd.

Jarrod Bowen, on the day he earned another call up to the England squad, nodded Vladimir Coufal’s cross wide before Paschalakis was called into action again by Benrahma’s low drive.

Two more Aguerd headers were off target before Olympiacos had their first shot in anger, shortly before half-time, with on-loan Wolves forward Daniel Podence volleying Francisco Ortega’s cross wide.

Ward-Prowse should have given his side the lead on the hour when he met a cutback from Bowen, but the midfielder’s shot was straight at Paschalakis.

But Paqueta, the best player on the pitch, finally broke the deadlock after Bowen’s square pass found Ward-Prowse.

The former Southampton midfielder chipped it forward into the area for Paqueta to fire home on the volley from.

The goal was initially ruled out by an assistant referee’s flag, but a VAR check showed the Brazilian was onside and referee Matej Jug, who had infuriated West Ham with some strange decisions all evening, got the biggest cheer of the night when he signalled a goal.

It was a fourth assist in four European outings for Ward-Prowse, who was overlooked by England again earlier in the day, more than a year after his last call-up.

Paqueta pointedly went to the 3,000 travelling fans to celebrate, probably because the West Ham players were targeted by laser pens from Greek supporters in Athens.

West Ham survived a late scare when Mady Camara rattled a post but they held on to complete their European revenge mission.

Roberto De Zerbi admitted he is worried about Brighton’s growing injury problems after they took control of their Europa League destiny with a commanding 2-0 win away to Ajax.

Goals either side of half-time from Ansu Fati and Simon Adingra sealed victory in the Johan Cruyff Arena against the Dutch giants, who despite a change of manager showed little more ambition than they had in losing at the Amex Stadium two weeks previously.

But the result was marred by the loss of three players to injury as Lewis Dunk, James Milner and the returning Pervis Estupinan were all forced off.

De Zerbi has previously spoken of the toll that a first season in Europe has taken on his squad, with a hectic schedule having put pressure on a relatively small pool as the absentee list has lengthened.

Estupinan, who has already missed much of the campaign, left the field just 12 minutes after making his return as a substitute in the second half, with Milner also having gone off in the eighth minute.

Captain Dunk was withdrawn at half-time after pulling up with what looked like a groin problem, though the manager said he suspected it was not a serious concern.

Still, De Zerbi emphasised the havoc that injuries continue to wreak on his team.

“I’m very worried but it’s a problem we are fighting in this moment,” he said. “We have a lot of injuries, especially in the full-back position. For that we have to find another solution. We play Sunday another crucial game (against Sheffield United) for us and we want to win.

“I don’t know (about Dunk) at the moment. I think it’s not a big problem, but he’s played so many games in a row. We have to understand better the (injury).”

Despite the injuries, Brighton were able to celebrate yet another landmark under De Zerbi as they won for the first time away from home in Europe.

There were particularly fine displays in attack from goalscorers Fati and Adingra, whilst Evan Ferguson and Joao Pedro – the Europa League’s joint-top scorer at start of play with four – also impressed.

“I’m really delighted for the result, for the performance, for our fans,” said De Zerbi. “They were incredible and we are very happy because we made them happy.

“We have three top players – Ansu Fati, Joao Pedro and Evan Ferguson. We expect always a great job in ball possession, in the last 20 metres. But they are very young.

“Today I’m very happy for the performance of Joao. He fought 90 minutes. He didn’t score but he played a great game.

“I’m satisfied but I expect always more and more. For Ansu, he played very well in the first half but after the second goal I think he could play better. He could score the third goal.”

Liverpool manager Jurgen Klopp admits he is more concerned with side’s defensive display than the role VAR played in denying his side a late Europa League draw in Toulouse.

Individual mistakes and a lack of collective cohesion saw the hosts take a 3-1 lead but Diogo Jota’s 89th-minute strike, after Cristian Casseres’ own goal had got them back into the game, set up a dramatic conclusion.

In the seventh and final minute of added time 20-year-old centre-back Jarell Quansah thought he had equalised but after a long delay referee Georgi Kabakov was advised to go to the pitchside monitor and he ruled Alexis Mac Allister had handled the ball, even though it had initially bounced up off his chest very early in the move for the goal.

“I only saw the video back now and for me it’s not a handball – but how can I decide that?” said Klopp.

“Actually, I am a bit more concerned about (the fact that) I would have loved us to have played better, to be honest. That’s my main issue tonight.

“In the end, we were intense, we threw everything in, but the problem is in a football game you have to make the decisive things in the right moment to do them right.”

Liverpool’s problem was a side registering nine changes from Sunday’s draw at Luton never found any rhythm or structure and opponents who were hammered 5-1 at Anfield a fortnight ago took full advantage.

They were not helped by Kostas Tsimikas’ error dawdling in possession costing them the important opening goal to Aron Donnum.

“We cannot concede the goals we conceded again,” added Klopp.

“The first goal can happen, but then it happened in the second half with similar situations: we were completely open, last line too deep, counter-attack.

“They scored five goals, two disallowed, and that is obviously then not good. Yes, the result is the opposite of good, but the performance was just not good enough.

“It was well deserved to lose because they won pretty much all the decisive battles. We had too many situations where we should have won the ball but we didn’t.

“On top of that we gave the ball away easily at least twice – one was a goal, the other I am not sure if it was an allowed goal or a disallowed goal.

“Defending-wise it was just not good enough.”

Defeat ends a three-match winning run and although Liverpool remain top of the group their advantage has been cut to two points.

They also missed out on guaranteeing top spot early and therefore also skipping the additional play-off round in the knockout phase after LASK’s victory over Union Saint-Gilloise meant victory would have given them an unassailable lead.

The consequences of that are if Toulouse win their next game against Union the race to top the group will go down to the final round, and with Liverpool’s trip to Belgium coming immediately before the Premier League visit of arch-rivals Manchester United Klopp would have been hoping that fixture was a dead rubber to allow him to rest players.

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.

Brighton took control of their Europa League destiny with a commanding 2-0 win against Ajax at the Amsterdam Arena to complete back-to-back victories over the Dutch giants.

A goal in each half from Ansu Fati and Simon Adingra meant Roberto De Zerbi’s side moved into the qualification spots in Group B for the first time on their debut European campaign, with a performance that matched the ease with which they dispatched the four-time European champions at home two weeks earlier.

Since then, Ajax had appointed a new manager in John van’t Schip, but despite an uptick in domestic form it never looked like they had the firepower to unduly trouble Brighton, who could have won by a greater margin had Joao Pedro, Adingra and Fati not wasted good chances.

Despite their struggles this season, Ajax made the brighter start. After 13 minutes, Kristian Hlynsson found himself with space to drift into with the ball and shot from 25 yards, though it was a comfortable save from Bart Verbruggen.

The opening goal for Brighton was against the run of play, and came from an Ajax error. Silvano Vos was under little pressure in midfield but carelessly gave the ball to Adingra, who moved it calmly into the path of Fati to roll it beyond Diant Ramaj in the home side’s goal.

De Zerbi’s side kept their hosts largely at arm’s length for the remainder of the first period, coming to life in added time before the break when Fati looked to return Adingra’s favour in assisting his goal.

The pair linked up well down the right of Ajax’s box, but after a clever pass by the goalscorer Adingra’s shot to Ramaj’s near post was deflected behind off the legs of the goalkeeper.

Ajax had won twice in the Eredivisie since being beaten at the Amex Stadium two weeks previously, dragging themselves off the bottom of the league and into midtable.

Yet despite reaching half-time here having enjoyed the lion’s share of possession, they had rarely troubled Verbruggen as they sought a result to finally kick start their European campaign.

Pedro, the competition’s joint-top scorer at the start of play, danced through Ajax’s defence early in the second half a lashed an effort into the side netting. The Brazilian received a first senior national team call-up on Monday and was inches from marking it with a fifth Europa League goal of the campaign.

Instead it was Adingra who would double Brighton’s lead minutes later, timing his run perfectly to get on the end of Fati’s pass and unleashing an unstoppable, rising drive into Ramaj’s top corner.

Fati had the chance to get his second and Brighton’s third when Ramaj presented the ball to Karou Mitoma, Ajax saved from further embarrassment only by a poor touch from Fati as the pass was played in to him.

They came within inches of a lifeline 15 minutes from time. Brian Brobbey struck first time with his left foot as the ball arrived into the box, and his shot beat Verbruggen before hitting the post, rolling along the goal-line and striking the opposite upright.

It was to be as close as Ajax would come, as Brighton earned a first away win in Europe to cement their position in the group ahead of their final two games.

Liverpool captain Virgil van Dijk will miss the Europa League tie in Toulouse due to illness but his place could be filled by a youngster whose rapid rise this season initially took manager Jurgen Klopp by surprise.

When 20-year-old Jarell Quansah joined the squad for pre-season training there was not a lot of consideration given to him playing much of a role in the current campaign and there were even discussions about sending him out on loan.

Klopp decided against that and after making his debut in the 10-man win at Newcastle in August, the academy graduate has made seven appearances, including a Premier League start at Wolves and back-to-back appearances in Europe, and will be looking to add to that in Toulouse, whom Liverpool thrashed 5-1 last time out.

“Virgil is a little bit ill, it will not be a big thing but we didn’t want him on the plane and maybe others have it a little bit as well,” said Klopp.

“That’s why we left him at home. It should be all right for the weekend.”

Asked about Quansah’s prospects, the German added: “If you would have asked me pre-season (if) he would be that good I would have been surprised but since then I saw him every day and I am not surprised any more.

“It’s great to have a boy from our own academy with that potential and quality. We will see where he ends up but it is extremely promising. There was talk about him going on loan and we said ‘no’, that was obviously a very good decision.”

Klopp’s biggest selection problem appears to be in midfield as he has also had to leave Ryan Gravenberch and Curtis Jones behind.

“Ryan got a little niggle in the knee. He was running already today but there was no chance for this game,” he added.

“We hope there is a chance for Brentford and he will definitely be back after the international break.”

Jones missed Sunday’s draw at Luton with a “low-grade” hamstring problem which Klopp said would keep him out for a couple of weeks but with Thiago Alcantara and Stefan Bajcetic long-term absentees, it means midfield resources are being stretched.

Wataru Endo and Harvey Elliott look certain to start as Liverpool look to book qualification to the knockout stages with two matches to spare and Alexis Mac Allister could be favourite for the third spot as he is suspended for Sunday’s game against Brentford, although Dominik Szoboszlai, Cody Gakpo and 19-year-old James McConnell could also play there.

Sunday’s goalscorer Luis Diaz has also travelled as he awaits further news on the status of his father after his kidnapping in Colombia.

“Always positive signs but not real news. He decided (to rejoin the squad) last week because he cannot go to Colombia – that will not be the case in the moment – and when he is here training and around matches it is a safe place,” said Klopp.

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“He wants to be with us, he has travelled and is available.”

After their hammering at Anfield last time out, Toulouse coach Carles Martinez is looking for a degree of improvement.

“It’s true that 5-1 is a pretty heavy score. The result is severe but we have gained experience,” he said.

“We don’t keep this match in mind. We think about what we can improve. It is mainly the mental qualities that will be the most important.”

Jack Butland says Rangers players have bought into the new attitude to fitness at Ibrox under Philippe Clement.

Immediately after taking over as Gers boss from Michael Beale, the Belgian emphasised his desire for a much fitter and more robust squad.

Clement is unbeaten in five games and, ahead of the Europa League clash with Sparta Prague at Ibrox on Thursday night, Butland spoke openly about the changes he has witnessed.

The 30-year-old goalkeeper said: “He’s bringing everybody in. Sometimes the old ideas of running stupid distances can be a punishment to people, or feel that way.

“He’s made it clear, if people are doing extra running, it’s not as a punishment, it’s to get you up to the standard of the lads who are getting those numbers in week in week out, so when the opportunity comes he will call on those people, because we will need to over the course of the season – they are not a yard off, they’re up to standard.

“When he articulated it in that way, it’s not as if you’re running because you’re not playing or fit enough, you’re doing extra work to get to the levels we need.

“The lads are on board because that works in everyone’s favour. Those guys, it means they are ready and for the rest of the team and club, every player is ready to go when called upon.”

Butland believes Clement’s new fitness methods are part of his aspiration to simplify football at Ibrox.

The former Stoke and Crystal Palace keeper said:  “He’s simplified things, he’s made his demands obvious and not clouded.

“There’s been occasions where he wants to improve certain things and aspects, whether it be fitness or whatever, there’s been things that he’s touched on and been sure to come back and give us reasons as to why and backed up his reasons as to why he’s making us do certain things or play a certain way.

“There’s no grey area, I think the lads know what’s expected and he’s included everybody.

“It’s sort of coming together and I guess we’ve seen that in a short space of time. But the way that the manager is and the way that we are with not stopping at anything, we’ve got things that we want to achieve, a lot of work to do and that’s a conscious effort every single day to keep getting better and improve.

“We’ve come a long way I think, still a way to go, but we’re getting towards the team we want to be.”

Philippe Clement declared he wants to build a “machine” at Rangers as he prepares for the Europa League clash with Sparta Prague at Ibrox on Thursday night.

The Belgian is unbeaten in five games since taking over as Gers boss from Michael Beale, with the only blip a goalless draw against the Czech side in Prague last month.

Rangers secured a Viaplay Cup final date with Aberdeen courtesy of a “positive” 3-1 victory over Hearts at Hampden Park on Sunday, and Clement is wanting more.

“It is just the start,” said the former Genk, Club Brugge and Monaco boss, who revealed winger Scott right was a “serious doubt” with a muscle injury but striker Kemar Roofe will return to the squad despite being only able to contribute “five or 10 minutes”.

“For me a good team is a team that does it for months.

“And of course there will be one moment where it will be less (a dip) but the next game there is a reaction.

“Of course I am happy with the way things are going but I am not sitting on the sofa and thinking now we can let everything loose and the machine will go.

“I want to create a machine and I think it is possible with this group to create a machine that goes every time but we are not there yet.

“We are in the building period, not just observing. I don’t know everyone really well at the moment in every circumstances.

“I want to see how players react with the first disappointment or play a really good game and the next game they don’t start.

“I seen that in the semi-final. There were players who played a really good game a few games before (against Dundee) and then didn’t play in the semi-final. How is their reaction?

“So I need an observation period for a few weeks, a few months to get the details of everybody and get the best out of everybody.

“Do I need to slap them more or be nice more? It is different for every player.”

After three Group C fixtures, Spanish side Real Betis sit top on six points with Sparta Prague and Rangers on four and Cypriot side Aris Limassol on three.

Clement said: “European nights are always something special, they have always been.

“I love it and I hope it is a really positive atmosphere in the stadium.

“I always want to win and I want a team that always wants to win, if it is against Prague or Real Madrid, it doesn’t matter to me.

“I want a team who is ambitious and wants to win the game, I am not looking for a draw but it can be that at the end of the section that a draw is also important. But we are going for three points.”

Defenders Leon Balogun and Ridvan Yilmaz were not named in Rangers’ European squad and thus drop out.

Midfielder Nicolas Raskin (ankle) and defender John Souttar (muscle problem) remain out but Clement hopes they will return after the international break.