Abstract
Zerovalent complexes of the type Pd(Ar-BIAN)(alkene), i. e. complexes containing the rigid bidentate nitrogen ligands bis(arylimino) acenaphthene (Ar = p-Tol, p-MeOC 6H 4, o-Tol, o, o′-Me 2C 6H 3, o, o′- iPr 2C 6H 3) and an electron-poor alkene have been shown to react with a variety of (organic) halides RX, including methyl, benzyl, aryl, acyl and allylic halides, to give the corresponding square planar divalent Pd(R)X(Ar-BIAN) or [Pd(η 3-allyl)(Ar-BIAN)]X complexes. The new complexes obtained have been fully characterized and their fluxional behaviour in solution studied by 1H NMR spectroscopy. The rate of oxidative addition of iodomethane to Pd( p-Tol-BIAN)(alkene) complexes was found to decrease with increasing Pd-alkene bond strength, i. e. dimethyl fumarate ⪢ fumaronitrile, but oxidative addition to the fumaronitrile complex was accelerated by irradiation with a mercury lamp. Oxidative addition of allylic ha
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