6533b871fe1ef96bd12d194d

RESEARCH PRODUCT

Insertion of isocyanides into the 2-one-1-propyl—palladium(II) bond: A convenient synthetic route to C1-palladated 1-amino-3-one-1-butene compounds

Roberta BertaniBruno CrocianiCarla Bisi Castellani

subject

DenticityChemistryLigandStereochemistryOrganic ChemistryMigratory insertionchemistry.chemical_elementNickel(II) acetateNuclear magnetic resonance spectroscopyBiochemistryInorganic Chemistrychemistry.chemical_compoundMaterials ChemistryMoietyPhysical and Theoretical ChemistryTriphenylphosphinePalladium

description

Abstract Migratory insertion of isocyanides CNR (R = p -C 6 H 4 OMe, Me) into the palladium—carbon σ bond of trans -[PdCl(CH 2 COMe)(PPh 3 ) 2 ] (I) yields the 1-amino-3-one-1-butenyl complexes trans -[PdCl{C(NHR)CHCOMe}(PPh 3 ) 2 ] (IIa, R = p -C 6 H 4 OMe; IIb, R = Me), which have been characterized by IR, 1 H and 31 P NMR spectra. The reaction of IIa with nickel acetate gives a diamagnetic bischelate complex of the type [Ni(ON) 2 ] , in which the deprotonated 1-amino-3-one-1-butenyl moiety acts as a bidentate O,N ligand.

https://doi.org/10.1016/0022-328x(84)80285-5