Spurs manager Andre Villas-Boas is a known admirer of the Brazilian winger, who has helped his Ukraine club into the last 16 of the Champions League for only the second time this season.
Tottenham are eager to seal another Champions League spot this season and moved up to third in the Premier League table following their 3-1 win over Reading on New Year’s Day.
Villas-Boas now wants to bolster his squad for the second half of the season to ensure a top-four finish.
Willian, 24, was unhappy after Shakhtar reportedly rejected summer approaches for the player.
However, the North London club look set to make a further attempt to take Willian to White Hart Lane this month.
Willian also possesses a creative flair, not unlike former Tottenham favourite Rafael van der Vaart, whose summer departure to Hamburg—coupled with Luka Modric’s move to Real Madrid—has left a hole in the forward threat of Spurs’ midfield.
Tottenham have been accused of lacking penetration without the presence of Bale in their team.
Indeed, without the 23-year-old in the team, Tottenham have won only twice in the Premier League this season.
The logic behind the pursuit of Willian is sound, but Shakhtar are not short of money and have a Champions League tie against Borussia Dortmund to attend to next month.
However, it is likely that the Brazilian would fit in more neatly with what Tottenham and Villas-Boas will need in the months ahead.
Do Tottenham supporters want to see Willian at White Hart Lane?