[14221-00-2] · C72H60NiO12P4 · Tetrakis(triphenyl phosphite)nickel(0) · (MW 1299.89)
Physical Data: mp 145 °C (dec).
Solubility: sol THF, toluene.
Form Supplied in: commercially available solid.
Preparative Methods: can be prepared by treating Nickel(II) Acetylacetonate with Sodium Borohydride and Triphenyl Phosphite.3
Handling, Storage, and Precautions: is a cancer suspect agent; is air sensitive and should be handled using Schlenk or glove-box techniques.
Hydrocyanation of 1,3-cyclohexadiene is catalyzed by [(PhO)3P]4Ni (eq 1).1 Silylalkynes are hydrocyanated by [(PhO)3P]4Ni to give isomeric mixtures of a- and b-silylacrylonitriles.4 When the bulky Ph3Si substituent is employed, regiospecific formation of the b-silylacrylonitrile occurs (eq 2). Smaller silyl substituents and alkyl groups give increased amounts of the a-silyl isomer. Aminoalkynes and alkynols have also been hydrocyanated to similar mixtures of acrylonitriles.5,6
[(PhO)3P]4Ni, in the presence of Trifluoroacetic Acid, catalyzes the dimerization of styrene (eq 3). The reaction forms only the linear dimer with (E):(Z) = 5.4.
Gregory T. Whiteker
Union Carbide Corporation, South Charleston, WV, USA