Arylamidoethyl-functionalized
imidazolium bromides were prepared
from the corresponding N-(2-bromoethyl)benzamides
ArC(O)N(H)CH2CH2Br (Ar = 3-O2NC6H4, Ph, 3,4-Cl2C6H3) and 1-methylimidazole. These imidazolium salts react with PtCl2 in DMSO in the presence of a base at 100 °C to give
ortho-metalated platinum(II) complexes, in which the imidazolium salt
has lost a total of three protons. The resulting ligand is a tridentate,
dianionic [C,N,C]2– pincer-type
system, bound to the square-planar metal center through carbon atoms
of the carbene and the ortho-metalated arene as well as the nitrogen
atom of the amide functionality. The coordinated DMSO can be replaced
by other N-heterocyclic carbenes, resulting in the formation of both
homo- and heteroleptic bis(carbene) platinum(II) complexes. The molecular
structures and photophysical properties of the complexes are reported.
High-level computational methods were used to elucidate the electronic
structures of the complexes.
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