C. Alvareztoledano et al., REACTIVITY OF A KETENE COMPLEX OF IRON TOWARDS SATURATED AND UNSATURATED TERTIARY-AMINES - DEPROTONATION, DECARBONYLATION AND COUPLING REACTIONS, Bulletin de la Societe chimique de France, 130(5), 1993, pp. 601-609
The vinylketene complex 3 reacts with dimethylbenzylamine to give a se
ries of complexes 6, 7 and 8, which were fully characterized by X-ray
diffraction analysis. Complexes 6 and 7 could be obtained in the absen
ce of amine and are presumably formed by decarbonylation/coupling reac
tions of vinylketene complexes 3, whereas 8 results from the deprotona
tion of 3. In the case of dimethylallylamine, as well as the aforement
ioned complexes, we isolated two amides 9 and 10, which result from th
e addition of a dimethylamino fragment to the vinylketene with loss of
the allyl group, and two cyclopentenylamines 16 and 17, which result
from the addition of the vinylcarbene moiety to the unsaturated amine.