Portugal suffered their first defeat of the Nations League campaign after Haris Seferovic scored the winner in a 1-0 victory for Switzerland in Geneva.
Switzerland had lost all three of their Group A2 fixtures, including a 4-0 hammering in the reverse fixture, but took the lead through Seferovic inside the first minute.
Fernando Santos' side were repeatedly denied by Swiss goalkeeper Jonas Omlin in search of an equaliser, with the absence of the injured talisman Cristiano Ronaldo particularly noticeable for the visitors.
Defeat left Portugal a point behind Spain at the summit of the group, while Switzerland picked up their first win to move one point behind Czech Republic in third.
Switzerland raced out the blocks as Seferovic headed into the bottom-left corner from Silvan Widmer's right-wing cross after just 55 seconds – the fastest goal in Nations League history.
The hosts thought they had a penalty 13 minutes later for a Nuno Mendes handball, but a lengthy VAR check ruled the spot-kick out for an earlier Nico Elvedi foul on Andre Silva.
Omlin kept his side ahead by denying a close-range Danilo Pereira header, before Rafael Leao headed home shortly after, only to be ruled out for offside.
Omlin also stopped a low Andre Silva drive after the interval, while Remo Freuler drilled just wide at the other end.
Seferovic almost extended Switzerland's lead but arrowed narrowly off target on a rapid counter-attack before Omlin beat away a swerving Bernardo Silva long-range strike.
The Montpellier stopper carried on his fantastic performance by pushing away a sliding Goncalo Guedes effort and a low Diogo Jota header as Switzerland held on for victory.
What does it mean? Portugal's top-spot hopes dented
Portugal were arguably fortunate to snatch a draw in their Nations League opener with Spain, but then recorded convincing victories over Switzerland and Czech Republic.
However, they came unstuck in Geneva and were largely off the pace, handing Spain the advantage in Group A2.
With only one team progressing, Portugal may end up needing to beat Spain on the final matchday in September.
Swift Seferovic
Not only was Seferovic's smart flick to open the scoring the fastest goal in Nations League history, but it was also Switzerland's earliest goal since 1988.
The striker became the first Swiss player to score in the first minute of a game in 34 years, since Alain Sutter managed to do so in World Cup qualifying against Luxembourg.
Sorry Silva
Andre Silva was tasked with leading the line in the absence of Ronaldo, but failed to leave his mark against Elvedi and Manuel Akanji.
The RB Leipzig striker was caught offside on a game-high two occasions, the first in the build-up to Leao's disallowed header, and made just 15 passes all match.
What's next?
Portugal are not in action until a Nations League away clash at Czech Republic on September 24, when Switzerland also visit Spain.
Hurtig the hero after late goal sends Arsenal into Champions League quarters
Lina Hurtig's 89th minute winner ensured Arsenal progressed to the quarter-finals of the Women's Champions League after edging Juventus 1-0 on Thursday.
After being frustrated for large parts of the encounter, Hurtig bundled home from close range after Martina Lenzini's poor clearance to book the Gunners' place in the last eight.
Despite Arsenal dominating the early exchanges, it was Juventus who had the first sight of goal, though Eva Schatzer's effort was easy for Daphne van Domselaar to gather.
In a first half that saw just two shots on target, both coming from the visitors, Renee Slegers' substitutes proved to be the difference for Arsenal.
Slegers introduced Beth Mead, Stina Blackstenius and Hurtig late on, with the latter somehow putting Kim Little's cross over the bar from five yards out.
However, the Swede would atone for her earlier error, combining with fellow substitute Blackstenius to net against her former club and send them out of the competition with two group games remaining.
Meanwhile, in Group D, Barcelona edged closer to the quarter-finals of the competition with a convincing 4-1 victory over St. Polten at the Generali Arena.
The reigning champions are still three points behind Manchester City following their 2-1 win over Hammarby, and know a win against the Swedes next month will see them progress.
Kika Nazareth opened the scoring in the 20th minute after capitalising on a mistake by Kamila Dubcova, notching her second nine minutes later from close range.
Barca found themselves three goals up at the break when Vicky Lopez netted her first goal in the competition to put the result beyond doubt.
There was also a landmark moment for Alexia Putellas, who netted her 200th goal for the club with a well-taken effort into the far corner.
Valentina Madl took some of the shine off an otherwise impressive display from the visitors, who have now taken their tally to 20 goals from their four matches in the competition.
Guardiola agrees two-year contract extension with Man City
Pep Guardiola will be Manchester City manager for at least two more seasons after 2024-25, after he signed a two-year contract extension on Thursday.
The 53-year-old was coming to the end of his City deal, which was due to expire at the end of the current campaign, but he has opted to remain at the Etihad Stadium.
The deal itself will take Guardiola's tenure at the club to over a decade, making him City's longest-serving manager since Les McDowall in 1963.
There had been suggestions that he may leave at the end of the season following the announcement that director of football Txiki Begiristain was on his way out.
Guardiola was strongly linked with the England job after Gareth Southgate resigned in the wake of their Euro 2024 final defeat, but the Football Association appointed Thomas Tuchel last month.
“Manchester City means so much to me," Guardiola said. “This is my ninth season here; we have experienced so many amazing times together. I have a really special feeling for this football club.
“That is why I am so happy to be staying for another two more seasons.
“Thank you to everyone for continuing to trust and support me – The Owner, The Chairman Khaldoon, Ferran, Txiki, the players and, of course, the fans… everyone connected to Manchester City. It has always been an honour, a pleasure and a privilege to be here.
“I have said this many times before, but I have everything a manager could ever wish for, and I appreciate that so much.
“Hopefully, now we can add more trophies to the ones we have already won. That will be my focus.”
Having been appointed in 2016, Guardiola is by some distance Manchester City's most successful manager of all time, having won 18 major trophies during his time at the club.
That list includes their first-ever Champions League triumph in 2023 and six Premier League titles, including an unprecedented four on the spin.
He also boasts a 72.04% win percentage across all competitions, which is unsurprisingly the highest of any full-time City manager in history.
Shaw at the double as Man City progress in Champions League
Khadija Shaw scored twice as Manchester City beat Hammarby 2-1 to seal their place in the Women's Champions League quarter-finals.
Gareth Taylor's team entered Thursday's game with a perfect record in Group D, and their fourth win in as many European matches ensured they finished in the top two.
Shaw—the leading scorer in the Women's Super League this season with eight goals—put them ahead in the 31st minute, driving into the area after taking in Yui Hasegawa's pass before seeing her shot deflect into the top corner.
Shaw was booked for celebrating in front of the home fans despite appearing to have objects thrown at her from the stands, and Hammarby should have levelled when Julia Blakstad fired wide 10 minutes later.
The hosts did draw level three minutes into the second half as Ellen Wangerheim tapped home while City's Laura Blindkilde Brown was down appealing for a free-kick.
That parity was short-lived, though, as Shaw blasted into the top corner from 25 yards out, taking her overall tally for this season to 12 goals in all competitions.
In Group C, meanwhile, Bayern Munich lost their perfect record as they played out a 1-1 draw with Valerenga, boosting Arsenal's hopes of topping the pile.
Jovana Damnjanovic came off the bench to put Bayern ahead 15 minutes from time in Norway, but Elise Thorsnes headed home following an 88th-minute corner to snatch a point for the hosts.
Arsenal could now move within a point of Bayern when they face Juventus in Group C's other match later on Thursday.
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