STOECHIOMETRISCHE UND KATALYTISCHE CC-VERKNUEPFUNGEN ZWISCHEN 1,3-BUTADIEN UND PHENYLISOCYANAT AN NICKEL(0)-KOMPLEXEN

Article abstract of DOI:10.1016/S0022-328X(00)99757-2

The CC coupling of 1,3-butadiene with phenylisocyanate at nickel(0) systems is ligand-dependent.Basic phosphanes such as triethyl- or tricyclohexylphosphane induce a stoichiometric 1/1 CC-coupling reaction yielding azanickela complexes.Triphenylphosphane, on the other hand, leads to a catalytic reaction.Catalysis is initiated by 2/1 coupling, which, after intramolecular cyclisation finally yields carbocyclic five-ring amides.Some special features are listed and the reaction mechanisms are discussed.