The syntheses and characterizations of homoleptic bis(carbene) adducts
of Ag(I) and Cu(I) are described. These carbene adducts are available
directly from the reaction of the stable nucleophilic carbene 1,3-dim
esitylimidazol-2-ylidene and the corresponding metal triflate. NMR dat
a are consistent with the bis(carbene)metal structures and suggest a l
evel of delocalization in the imidazole ring that is intermediate betw
een those of the free carbene and imidazolium ions. The X-ray crystal
structure of the silver-carbene adduct is reported: [C42H48N4Ag]CF3-SO
3, monoclinic, space group P2(1)/c (No. 14), a = 1167.5(l) pm, b = 147
2.9(2) pm, c = 2479.8(2) pm, beta = 95.31(1)-degrees; T = -70-degrees-
C, Z = 4. The silver is essentially linearly coordinated with the imid
azole rings twisted 39.7-degrees relative to one another. The solid-st
ate structure of the silver-carbene adduct is compared with those of r
elated gold-carbene adducts.