Ni0 induzierte CC-Verknuepfung von fluorsubstituierten Alkenen mit Phenylisocyanat

Article abstract of DOI:10.1016/0022-328X(89)80015-4

Fluorine substituted alkenes such as 3,3,3-trifluoropropene (Ia) and 1,1-difluoroethene (Ib) undergo highly regioselective 1/1 CC-coupling reactions with phenylisocyanate (II) on (Lig)Ni⁰ systems to form tricyclohexylphosphane-(2-trifluoromethyl)-5-azanickelacyclopentan-4-one (Va) and tricyclohexylphosphane-5-azadifluoronickelacyclopentan-4-one (Vb).The structures of these compounds were confirmed by 1H, 13C, 31P and 19F NMR spectrscopy, which show that the coordination geometry about nickel is approximately square planar.The reactivity of Va/Vb differs strongly from that of known alkyl- or aryl-substituted nickela-systems, as shown by the effect of various protonolysis reagents, the reaction with electrophiles such as CO and MeI, the behaviour of Va and Vb during thermolysis.