Carbolong chemistry: nucleophilic aromatic substitution of a triflate functionalized iridapentalene

The reactivity of the triflate functionalized iridapentalene 1, [Ir{=CHC(CH2C(CO2Me)(2)CH2)=CC=CHC(OTf)=CH}(CO)(PPh3)(2)]OTf, with C-, N-, O- and S-centered neutral nucleophiles was studied, leading to the isolation of a wide array of irida-carbolong derivatives. As an extension, a polycyclic complex with a rare six-fused-ring structure was constructed. This strategy provides a new route for the construction of functionalized metallaaromatic complexes, and the resulting iridacycles exhibit broad spectral absorption ranges, making them potential photoelectric materials.