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A diimine ligand having two [2.2]paracyclophanyl substituents at the N atoms ( L1 ) was prepared from the reaction of amino[2.2]paracyclophane with acenaphtenequinone. The ligand reacts with NiBr 2 (dme) (dme: 1,2-dimethoxyethane) to form the dibromonickel complex with ( R , R ) and ( S , S ) configuration, NiBr 2 ( L1 ). The structure of the complex was confirmed by X-ray crystallography. NiBr 2 ( L1 ) catalyzes oligomerization of ethylene in the presence of methylaluminoxane (MAO) co-catalyst at 10-50 °C to form a mixture of 1- and 2-butenes after 3 h. The reactions for 6 h and 8 h at 25 °C causes further increase of 2-butene formed via isomerization of 1-butene and formation of hexenes. Reaction of 1-hexene catalyzed by NiBr 2 ( L1 )-MAO produces 2-hexene via isomerization and C12 and C18 hydrocarbons via oligomerization. Consumption of 1-hexene of the reaction obeys first-order kinetics. The kinetic parameters were obtained to be Δ G  ‡ = 93.6 kJ mol -1 , Δ H  ‡ = 63.0 kJ mol -1 , and Δ S  ‡ = -112 J mol -1 deg -1 . NiBr 2 ( L1 ) catalyzes co-dimerization of ethylene and 1-hexene to form C8 hydrocarbons with higher rate and selectivity than the tetramerization of ethylene.

Synthesis of a Ni Complex Chelated by a [2.2]Paracyclophane-Functionalized Diimine Ligand and Its Catalytic Activity for Olefin Oligomerization