Ivan Anikanov defeated Vladislav Bondarenko 6-0 5-7 6-3 in the Belarus F4 round of 32 on clay. The upset overturned the form book — Vladislav Bondarenko came in leading the head-to-head 2–0. Ivan Anikanov claimed a first win over Vladislav Bondarenko in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-08-04 | Belarus F3 | R16 | clay | Vladislav Bondarenko | 6-4 2-6 6-3 |
| 2007-07-30 | Georgia F2 | R16 | hard | Vladislav Bondarenko | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.