Meanwhile, Medvedev and Rublev both fell in the third quarter of the Australian Open draw.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
US Open ATP
|
1/32 | Kei Nishikori |
2-6
4-5 |
| 2017 |
Coupe Rogers
|
1/16 | Gael Monfils |
7-6
5-7 6-7 |
| 2016 |
Summer Olympics
|
Quarter Finals | Kei Nishikori |
6-7
6-4 6-7 |
| 2016 |
Miami Open
|
Quarter Finals | Kei Nishikori |
4-6
6-3 7-6 |
| 2014 |
Gerry Weber Open
|
1/8 | Kei Nishikori |
1-6
6-3 3-6 |
| 2011 |
Campionati Internazionali d'Italia
|
Championship |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Australian Open ATP
|
1/64 | Emil Ruusuvuori |
6-3
4-6 5-7 6-3 3-6 |
| 2021 |
ATP Cup, Group C
|
Championship | Matteo Berrettini |
6-4
6-2 |
| 2020 |
Erste Bank Open
|
1/16 | Pablo Carreno Busta |
1-6
0-2 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Rotterdam Open
|
1/16 | Kei Nishikori |
7-6
6-1 |
| 2021 |
Australian Open ATP
|
1/64 | Pablo Carreno Busta |
5-7
6-7 2-6 |
| 2021 |
ATP Cup, Group D
|
Championship | Diego Schwartzman |
6-1
6-7 6-0 |
| 2021 |
ATP Cup, Group D
|
Championship | Daniil Medvedev |
6-2
6-4 |
