Tottenham Hotspur’s Harry Kane is making the headlines as he’s refused to turn up to training for a second day in a bid to force a Spurs exit.

Manchester City are eyeing moves for both Kane and Aston Villa’s Jack Grealish and the England captain believes he has a ‘gentleman’s agreement’ to depart this summer with club chairman Daniel Levy.

Kane isn’t the first and won’t be the last player to force a move and Liverpool have been at the centre of similar stand-offs before.

The Liverpool Echo has taken a look at three former Reds that successfully pushed for moves away from Anfield.

Raheem Sterling

Harry Kane’s bid to join the Premier League champions parallels Raheem Sterling’s determination to join the Citizens in 2015.

City are yet to make a bid for Kane and despite reports claiming City have ruled out paying the rumoured £160m fee Spurs will demand to part ways with their star man, Pep Guardiola’s side remains his preferred destination.

Sterling may not have been a club legend, but after scoring 23 goals and registering 25 assists in 129 appearances, it’s no surprise Liverpool wanted to tie him down to a new contract.

Sterling, who was 20 at the time, made his desire to leave clear and despite returning for pre-season training ahead of the 2015/16 campaign, he told the club he wanted to be left out of their tour to the Far East and Australia.

Despite initially being named in Brendan Rodgers’ travelling squad, things quickly changed as City lodged a third bid for the forward and his exit was confirmed shortly after.

Javier Mascherano

Javier Mascherano’s three years at Liverpool came to an unsavoury end in 2010 when the midfielder forced a move to Barcelona.

Mascherano joined the Reds on loan from West Ham in February 2007 and the move was made permanent in July 2008.

Two summers later, the Argentina international was wanted by Barcelona but Liverpool resisted any approach.

Mascherano, who was 26 at the time, refused to play against Manchester City shortly before he secured his move to Camp Nou.

He opened up on his Liverpool exit earlier this year in an interview with FourFourTwo, saying: “There was an agreement between us that if Liverpool received a decent offer for me, I’d be permitted to leave.

“Then there was an offer on the table, but Liverpool were looking the other way.

“Refusing to play at City was the way I found to show my annoyance.”

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Philippe Coutinho

Another player that was determined to switch Merseyside for Catalonia was Philippe Coutinho in 2018.

The Brazil international joined the Reds from Inter Milan in January 2013 and soon became an integral player.

So much so, he was a wanted man at Barcelona having scored 54 goals in 201 appearances for Liverpool.

Coutinho made his desire to leave clear and he submitted a transfer request after owners Fenway Sports Group stated he would not be sold ahead of the 2017/18 season.

FSG kept their word as the former Red missed out on a move that summer and he made 14 Premier League appearances before the window reopened in January.

He did miss a number of games through injury, which delayed his debut for Barcelona.

Coutinho finally sealed his move to Spain in January 2018 for a fee around £146m.

He may have been made to wait, but his wishes were eventually honoured, despite manager Jurgen Klopp saying he had no plans to let Coutinho leave.