A series of platinum(II)-monophosphole complexes has been synthesized and used in enyne cycloisomerisations in order to study the effect of the ligand on the catalytic activity and selectivity. Reactions were performed on various N- or C-tethered 1,6-enynes and in the absence or in the presence of nucleophiles. For the most efficient cationic Pt(II)-complexes, it was also evidenced that the counterion and/or the solvent could have an influence on both the efficiency and the selectivity in the competition between the 5-exo-dig and the 6-endo-dig processes.