C-H bond chlorination using nickel(II) complexes of tetradentate amido-quinoline ligands.

ABSTRACT

Ni(II)-tetradentate amido-quinoline complexes effectively catalysed C-H chlorination of a series of hydrocarbons in the presence of NaOCl and acetic acid. The bond dissociation energy of the C(sp3)-H bond of the substrates varies from 99.3 kcal mol-1 (cyclohexane) to 87 kcal mol-1 (ethyl benzene). Exclusively chlorinated products (TON 220 for cyclohexane) were obtained without any hydroxylated products, thus mimicking the activity of the halogenase enzyme.