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.
Oertel
Anna Magdalena
AM
Laboratoire de Chimie Organométallique Appliquée, UMR CNRS 7509, Ecole Européenne de Chimie, Polymères et Matériaux, Université de Strasbourg, 25 rue Becquerel, 67087 Strasbourg, France.
Ritleng
Vincent
V
Chetcuti
Michael J
MJ
Veiros
Luis F
LF
D000097:Acetonitriles / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D000097:Acetonitriles; D008024:Ligands; D009942:Organometallic Compounds; D009532:Nickel; C032159:acetonitrile