Grigor Dimitrov (Bulgaria) 5 - 1 Alexandr Dolgopolov (Ukraine)
| Date | Tournament | Rnd | Winner | Score |
|---|---|---|---|---|
| 14 Jan 2016 |
Apia International Sydney
Sydney,
Australia
ATP Tour 250, Hard |
Q |
Grigor Dimitrov
(BUL  )
|
4-6 6-3 6-4 |
| 11 Aug 2015 |
National Bank Open
Toronto/Montreal,
Canada
ATP Tour Masters, Hard |
R64 |
Grigor Dimitrov
(BUL )
|
6-4 7-5 |
| 27 Jun 2014 |
The Championships
Wimbledon,
Great Britain
Grand Slam, Grass |
R32 |
Grigor Dimitrov
(BUL )
|
6-7(3) 6-4 2-6 6-4 6-1 |
| 13 Jun 2014 |
HSBC Championships
London / Queen`s Club,
Great Britain
ATP Tour 250, Grass |
Q |
Grigor Dimitrov
(BUL )
|
wo |
| 24 Oct 2013 |
Swiss Indoors
Basel,
Switzerland
ATP Tour 500, Hard |
R16 |
Grigor Dimitrov
(BUL )
|
6-3 6-2 |
| 24 Aug 2011 |
Winston-Salem Open
Winston-Salem, NC,
USA
ATP Tour 250, Hard |
R16 |
Alexandr Dolgopolov
(UKR  )
|
4-6 6-1 6-7(7) |