ATP No. 2 Daniil Medvedev failed to find his footing in his first grass match of the season, absorbing a 7-6(6), 6-3 defeat against German Jan-Lennard Struff to exit in the Halle first round on Tuesday.
Struff was joined as a home winner by Philip Kohlschreiber, who beat Austrian Jurij Rodionov 6-4, 6-3.
A second Russian also lost as Karen Khachanov upset fourth seed Andrey Rublev 6-3, 7-6(5) on the north German grass at the Wimbledon look-alike Centre court.
Struff was thrilled with his defeat of last week’s French Open quarter-finalist and Halle top seed Medvedev, calling the win “the biggest win — ranking-wise- of my career.
“To do it on home soil is very special. I live only an hour from here.”
The Munich tournament runner-up last month finished with 31 winners as he completed his 10th career victory over a Top 10 opponent in 94 minutes. Struff next plays Marcos Giron of the US.
Top seed Medvedev took his loss in his Halle debut, with the two-time title winner this season taking his seventh defeat of 2021.
In other first-round matches, South African Lloyd Harris, the Dubai runner-up, made a winning tournament debut, deepening the slump of Gael Monfils 6-4, 6-4 in 68 minutes.
Two-time Halle semi-finalist Kei Nishikori laboured to overcome Ricardas Berankis 6-3, 2-6, 6-2 to next take on NextGen American Seb Korda.