Mesut Ozil's transfer to Arsenal was almost halted by Daniel Levy, with the Tottenham chairman urging the plug to be pulled on the deal, but Real Madrid proceeded to agree to allow the German to move to north London.
Ozil completed a club record transfer to the Emirates Stadium late on Monday afternoon, 24 hours after Real Madrid had themselves secured the record capture of Gareth Bale from Tottenham.
The arrival of Bale required Real Madrid to sell in order to compensate for their excessive expenditure but, as Ozil closed in on a £42.5 million move to Arsenal, it is claimed by El Confidencial that Levy attempted to intervene and scupper the deal.
Levy is reported to have contacted Florentino Perez on the day of Bale's unveiling at the Santiago Bernebeu to urge the Real Madrid president not to sell Ozil to Arsenal, Spurs' greatest rival.
Spurs had suffered a defeat to Arsenal that afternoon and Levy could not bare to see Arsene Wenger's side strengthened further, but Perez rejected the advice of his White Hart Lane counterpart.
Levy reportedly felt betrayed by Real Madrid having worked closely with the club on two high-profile deals in the last year, with Luka Modric joining Los Blancos a 12 months before his new teammate, Bale.
Spurs had broken their own transfer record three times this summer in preparation for Bale's departure, with the club looking to build a side capable of finally surpassing their local rivals.
Arsenal's acquisition of Ozil, however, ensured the Gunners ended the transfer window with the most impressive recruit of the summer, and served as a blow to Spurs so soon after their 1-0 loss at the Emirates Stadium.