The Serena Williams' farewell tour in Toronto is over after she was knocked out of the Canadian Open 6-2 6-4 by 12th seed Belinda Bencic on Wednesday.
Williams, playing for the first time since declaring on Tuesday her intention to retire after this month's US Open, was no match for Tokyo Olympics gold medalist Bencic.
The 23-time major winner was unable to claim back-to-back WTA singles wins for the first time since last year's French Open, having defeated Nuria Parrizas-Diaz for her first victory in 430 days on Monday.
Bencic triumphed in one hour and 17 minutes, winning 84.2 per cent of first-serve points and converted five of eight break points throughout the match.
Williams' power was on show with 13 winners, but Bencic was physically more capable and decisively managed 25 winners with only 13 unforced errors.
Elsewhere, 2019 US Open winner and local hope Bianca Andreescu edged Alize Cornet in a see-sawing clash in the evening, winning 6-3 4-6 6-3 in two hours and 26 minutes.
Fourth seed Paula Badosa and fifth seed Ons Jabeur, who was last month's Wimbledon runner-up, were forced to retire due to injury.
Spanish 24-year-old Badosa withdrew against Yulia Putintseva 7-5 1-0 due to muscle cramping, while Zheng Qinwen had a walkover against Jabeur 6-1 2-1 due to abdominal pain.
Top seed Iga Swiatek brushed aside Ajla Tomljanovic 6-1 6-2 in 64 minutes. The win means Swiatek is the first player to win 15 WTA 1000 matches in straight sets in a row since 2009.
Canadian 13th seed Leylah Fernandez also bowed out, going down 7-6 (7-4) 6-1 to Brazil's Beatriz Haddad Maia, who will face Swiatek in the third round.
Second seed Anett Kontaveit lost 6-4 6-4 to Jil Teichmann in one hour and 27 minutes. Teichmann will next face Simona Halep who won in 71 minutes against Zhang Shuai 6-4 6-2.
Sixth seed Aryna Sabalenka got past Sara Sorribes Tormo 6-4 6-3 to set up a third-round meeting with Coco Gauff after she defeated Wimbledon champion Elena Rybakina 6-4 6-7 (8-10) 7-6 (7-3) in an epic that lasted two hours and 49 minutes.
Jessica Pegula won 6-2 7-5 over American qualifier Asia Muhammad to progress through to face Camila Giorgi after she knocked off Elise Mertens 7-3 7-5.
Third seed Maria Sakkari triumphed in three sets 6-2 4-6 6-2 over Sloane Stephens and will face Karolina Pliskova next after the Czech beat Amanda Anisimova 6-1 6-1.
Eighth seed Garbine Muguruza won 6-4 6-4 against Kaia Kanepi and Alison Riske toppled 16th seed Jelena Ostapenko 7-6 (7-2) 0-6 7-5.
Emma Raducanu records impressive victory over Angelique Kerber in Stuttgart
Emma Raducanu claimed an emphatic 6-2 6-1 win over former two-time champion Angelique Kerber in the last 32 of the Porsche Grand Prix in Stuttgart.
Fresh from helping Great Britain reach the finals of the Billie Jean Cup at the weekend, Raducanu continued her promising form on clay by breezing past the home favourite.
Both Raducanu and Kerber were playing as wild cards in Stuttgart, with the Briton tumbling down the rankings after time out to undergo three surgeries.
Meanwhile former world number one Kerber only recently returned from 18 months out on maternity leave.
Raducanu got off to a flying start by breaking Kerber in the opening game and despite an immediate response from the German, the 2021 US Open champion took control and claimed the first set in 41 minutes.
Kerber was broken again at the start of the second set and although she managed to haul back level, Raducanu stepped up a gear and shrugged off a brief visit from the trainer to wrap up an emphatic win.
Also in Stuttgart, reigning US Open champion Coco Gauff rallied from 4-2 down in the deciding set to overcome fellow American and world number 134 Sachia Vickery 6-3 4-6 7-5.
And Tunisia’s Ons Jabeur finally snapped a five-game losing streak to beat Ekaterina Alexandrova 2-6 6-3 7-6 (1), telling reporters: “I thought about withdrawing so many times because I couldn’t take another loss.”
In Rouen, Naomi Osaka’s return to clay was cut short by a 6-4 6-2 first round defeat to Martina Trevisan.
Like Kerber, Osaka only recently returned to the tour following maternity leave, and was competing as a wild card.
In the Oeiras Ladies Open in Portugal, Britain’s fifth-seeded Harriet Dart suffered a 6-3 6-1 defeat to home player Matilde Jorge.
Rafael Nadal’s Barcelona Open hopes ended by Alex de Minaur
Rafael Nadal’s latest comeback bid came to an end as he was well beaten 7-5 6-1 by fourth seed Alex de Minaur at the Barcelona Open.
The 37-year-old was playing just his second tournament in 15 months after suffering another hip problem at his comeback event in Brisbane in January.
And having intimated that this will be his final year before retirement, Nadal’s defeat was likely to mark his final appearance at a tournament he has won 12 times.
Having overcome Italian Flavio Cobolli in the opening round, Nadal faced a much sterner test against the in-form De Minaur and was sent scampering around the court in a tight opening set which was edged by the Australian.
De Minaur went on to step up a gear, securing a double break over the Spaniard and racing over the line behind a strong service game on which he did not drop a single point in the second set.
Jack Draper made the most of a rain delay to defeat wild card Rudolf Molleker and reach the quarter-finals of the BMW Open in Munich.
German Molleker, ranked 179th, had been the better player in the first set but a brief stoppage ahead of the second set changed the momentum of the contest.
Draper began to assert his powerful game after the resumption and lost only two more games, pulling away to claim a 4-6 6-1 6-1 victory.
In the last eight the British number two, who is ranked 46th, will take on either third seed Taylor Fritz or Spanish qualifier Alejandro Moro Canas.
Speaking in an on-court interview, Draper said: “I think Rudy played an amazing level in the first set. The conditions were very rainy and very slow. In the second and third, the sun comes out and I start feeling better. I’m really proud of the way I played.”
Rafael Nadal eases past Flavio Cobolli on return to action in Barcelona
Rafael Nadal made a triumphant return to the match court with victory over Flavio Cobolli in the first round of the Barcelona Open.
The 37-year-old was playing just his second tournament in 15 months after suffering another injury problem in his hip muscle at his comeback event in Brisbane in January.
Nadal only committed to playing at the tournament he has won 12 times on Monday but there was not much rust on display as he eased to a 6-2 6-3 victory over 21-year-old Italian Cobolli in his first match on clay since he won his 14th French Open title in 2022.
Nadal received a hero’s welcome as he strode out onto the court that bears his name and, although there were a few loose forehands in the early stages, the former world number one was too solid for Cobolli.
Cobolli understandably looked nervous and contributed to the scoreline with far too many errors, but a big factor in that was the pressure being exerted from the other end of the court.
A blip came when Nadal, who is set to retire at some point this season, played a poor game to drop serve for the first time in the third game of the second set but he had already broken Cobolli and quickly restored his advantage.
There were some vintage forehands from Nadal in the final stages and he clinched victory when Cobolli netted a final backhand, thrusting his fist into the air.
The home favourite faces a real test next, though, when he takes on in-form fourth seed Alex De Minaur.
Meanwhile, second seed Andrey Rublev destroyed his racket at the end of a 6-4 7-6 (6) defeat by Brandon Nakashima that continued his poor run of form.
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