C−H Activation of Acetonitrile at Nickel: Ligand Flip and Conversion of N-Bound Acetonitrile into a C-Bound Cyanomethyl Ligand

Nickel joins the fairly exclusive list of metals that can activate nitrile C−H bonds. We report the first example of the C−H activation of an acetonitrile ligand on a nickel center. The acetonitrile ligand formally loses a proton and undergoes a sharp flip to give a cyanomethyl ligand that is coordinated to the nickel atom. Structures of an initial N-bound acetonitrile−nickel complex and of a final cyanomethyl−nickel complex are both presented.