Day 5 on the 2025 Shanghai Rolex Masters was retirement central (3 general), with defending champion Jannik Sinner compelled to retire mid-match and Novak Djokovic surviving a significant scare.
Sinner, who had regarded untouchable in his opener, was struck by extreme cramping halfway via the decider towards Tallon Griekspoor, retiring at 6-7(3), 7-5, 3-2 down. The Dutchman advances to the fourth spherical, whereas Sinner’s title defence and hopes of a Shanghai repeat finish abruptly.
Djokovic, in the meantime, battled again from a set down and a bout of mid-match illness to beat qualifier Yannick Hanfmann in three gruelling units, extending his unbeaten file in second rounds right here to 11-0.
Elsewhere, 21-year-old Giovanni Mpetshi Perricard claimed the most important win of his profession, taking out fifth seed Taylor Fritz, whereas qualifier Valentin Vacherot continued his exceptional run with one other victory through retirement. Holger Rune and Tallon Griekspoor have been the opposite seeds to maneuver safely via on a day the place the warmth and humidity proved as testing because the opponents.
With Alcaraz lacking, Sinner out, Djokovic labouring, and younger weapons like Perricard and Vacherot surging, the underside half of the draw has opened as much as give a number of gamers a shot at enjoying for a maiden Masters 1000 crown subsequent Sunday.
Day 5 Shanghai Masters 2025 Spherical of 32 Outcomes

Winner
Loser
Scoreline
Gabriel Diallo (31)
David Goffin
3-0 RET
Zizou Bergs
Francisco Cerundolo (19)
7-6(1) 6–3
Jaume Munar
Yoshihito Nishioka (Q)
6-4 5-7 6-1
Novak Djokovic (4)
Yannik Hanfmann (Q)
4-6 7-5 6-3
Giovanni Mpetshi Perricard (32)
Taylor Fritz (4)
6-4 7-5
Holger Rune (10)
Ugo Humbert (21)
6-4 6-4
Valentin Vacherot (Q)
Tomas Machac (20)
6-0 3-1 RET
Tallon Griekspoor (27)
Jannik Sinner (2)
6-7(3) 7-5 3-2 RET
Key Matches
Novak Djokovic def. Yannick Hanfmann (Q) 4-6, 7-5, 6-3
Fourth seed Novak Djokovic battled via a virtually three-hour epic towards qualifier Yannick Hanfmann, overcoming a first-set deficit and bodily challenges to succeed in the Spherical of 16 for the eleventh time in Shanghai.
Hanfmann’s booming serve (13 aces) and heavy floor recreation examined Djokovic, who appeared to vomit throughout a second-set changeover however shortened factors to regain management.Â
Giovanni Mpetshi Perricard def. Taylor Fritz (5) (6-4, 7-5)
thirty second seed Giovanni Mpetshi Perricard upset fifth seed Taylor Fritz in straight units, securing his first Prime 10 win and a maiden Masters 1000 Spherical of 16 berth.
The 21-year-old Frenchman’s large serving and aggressive baseline play outmanoeuvred Fritz, who couldn’t replicate his Day 3 comeback and he’s performed a good bit of tennis in latest weeks so I don’t assume he’s operating on a full tank.
Valentin Vacherot (Q) def. Tomas Machac (20) (6-0, 3-1 RET)
Qualifier Valentin Vacherot continued his dream Shanghai run, advancing previous twentieth seed Tomas Machac when the Czech retired on account of harm at 6-0, 3-1.
Whereas Shanghai has confirmed to be tough situations to play in as a result of humidity, Machac has a 38% retirement fee in his final 21 tournaments performed.
Tallon Griekspoor (27) def Jannik Sinner (1) 6-7(3) 7-5 3-2 RET
The day’s closing match took a stunning flip as defending champion Jannik Sinner (World No. 2) retired on account of extreme cramps within the third set towards Tallon Griekspoor, handing the Dutchman a breakthrough win and ending Sinner’s title defence within the third spherical.
The match was an extended battle, lasting 2 hours and 37 minutes, when Sinner threw within the towel on account of cramping, which had rendered him barely in a position to stroll.
Sinner took the opener in a decent tiebreak, however after spurning six break-point possibilities, critically when main 4-3 and 0-40, on Griekspoors’ serve, he dropped the second set earlier than being damaged early within the decider at 3-2, and from there, he wanted to be helped again to his chair from the physio.
Highlights
Shanghai Masters 2025 Day 6 Spherical of 32 Matches

Learner Tien vs Cameron Norrie (30)
Alejandro Davidovich Fokina (18) vs Daniil Medvedev (6)
Juncheng Shang (WC) vs Nuno Borges
Kamil Majchrzak vs Alex de Minaur (7)
Alexander Zverev (3) vs Arthur Rinderknech
Denis Shapovalov (23) vs Jiri Lehecka (15)
Felix Auger-Aliassime (12) vs Jesper de Jong
Luciano Darderi (26) vs Lorenzo Musetti (8)