 On 22 September 1872, Dimitar Obshti robbed an Ottoman postal convoy in the pass, an event that would lead to the capture and execution of Vasil Levski.During the Russo-Turkish War (1877–1878), the pass was contested between the Russians and the Ottomans until December 1877.On 14 April 1925, a group of anarchists organized an unsuccessful assassination attempt on Tsar Boris III of Bulgaria.