1430594-08-3Relevant articles and documents
A new class of remote N-heterocyclic carbenes with exceptionally strong σ-donor properties: Introducing benzo[c]quinolin-6-ylidene
Mayer, Ulrich F. J.,Murphy, Elliot,Haddow, Mairi F.,Green, Michael,Alder, Roger W.,Wass, Duncan F.
, p. 4287 - 4299 (2013)
We make the case for benzo[c]quinolin-6-ylidene (1) as a strongly electron-donating carbene ligand. The facile synthesis of 6- trifluoromethanesulfonylbenzo[c]quinolizinium trifluoromethanesulfonate (2) gives straightforward access to a useful precursor for oxidative addition to low-valent metals, to yield the desired carbene complexes. This concept has been achieved in the case of [Mn(benzo[c]quinolin-6-ylidene)(CO)5] + (15) and [Pd(benzo[c]quinolin-6-ylidene)(PPh3) 2(L)]2+ L=THF (21), OTf (22) or pyridine (23). Attempts to coordinate to nickel result in coupling products from two carbene precursor fragments. The CO IR-stretching-frequency data for the manganese compound suggests benzo[c]quinolin-6-ylidene is at least as strong a donor as any heteroatom-stabilised carbene ligand reported. Copyright