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Previous theoretical and experimental endeavors suggested that [Cu(C 6 H 6 )] + prefers the η 1 /η 2 mode over the η 6 mode due to the augmented repulsion between the benzene ring and metal d-electrons. Nevertheless, the use of silylene as a neutral ligand has led to the isolation of the first monomeric copper cation, [{PhC(N t Bu) 2 SiN(SiMe 3 ) 2 }Cu(η 6 -C 6 H 6 )] + [SbF 6 ] - ( 3 ), where a copper atom is bound to the benzene ring in an unsupported η 6 fashion. However, the use of IPr (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) in place of silylene results in the formation of [IPr·Cu(η 2 -C 6 H 6 )] + [SbF 6 ] - ( 6 ), where the copper atom is bound to the benzene ring in the η 2 mode. The discrepancy in hapticities is also reflected when hexamethylbenzene is employed as the arene ring. The silylene supported copper cation continues to bind in the η 6 mode in 2 while the NHC copper cation displays an η 3 bonding mode in 5 . DFT calculations are carried out to understand how the use of silylene led to the η 6 binding mode and why IPr afforded the η 2 binding mode.

Taming a monomeric [Cu(η6-C6H6)]+ complex with silylene

Taming a monomeric [Cu(η⁶-C₆H₆)]⁺ complex with silylene