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Issue 12, 2013
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Tandem ethylene oligomerisation and Friedel–Crafts alkylation of toluene catalysed by bis-(3,5-dimethylpyrazol-1-ylmethyl)benzene nickel(II) complexes and ethylaluminium dichloride

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Abstract

Three ligands, 1,2-bis(3,5-dimethylpyrazol-1-ylmethyl)benzene (L1), 1,3-bis(3,5-dimethylpyrazol-1-ylmethyl)benzene (L2) and 1,4-bis(3,5-dimethylpyrazol-1-ylmethyl)benzene (L3), were reacted with either nickel(II) chloride or nickel(II) bromide to produce four nickel complexes, Ni(L1)Br2 (1), Ni(L1)Cl2 (2), Ni(L2)Br2 (3), and Ni(L1)Br2 (4). The complexes were either mononuclear, 1 and 2, or polymeric, 3 and 4, depending on the positions of the pyrazolyl units on the benzene linker in the ligand. This was established from the crystal structures of 1, 2 and 3. All four complexes upon activation with ethylaluminium dichloride produced a tandem catalyst system that oligomerised ethylene to mainly 1-butene and 1-hexene and subsequently used the olefins present in the reaction medium to alkylate toluene that was used as solvent in the reactions. This led to mono-, di- and tri-alkyltoluenes with ethylene, butene and hexene.

Graphical abstract: Tandem ethylene oligomerisation and Friedel–Crafts alkylation of toluene catalysed by bis-(3,5-dimethylpyrazol-1-ylmethyl)benzene nickel(ii) complexes and ethylaluminium dichloride

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Publication details

The article was received on 14 May 2013, accepted on 08 Jun 2013 and first published on 10 Jun 2013


Article type: Paper
DOI: 10.1039/C3CY00334E
Citation: Catal. Sci. Technol., 2013,3, 3130-3135

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    Tandem ethylene oligomerisation and Friedel–Crafts alkylation of toluene catalysed by bis-(3,5-dimethylpyrazol-1-ylmethyl)benzene nickel(II) complexes and ethylaluminium dichloride

    A. Budhai, B. Omondi, S. O. Ojwach, C. Obuah, E. Y. Osei-Twum and J. Darkwa, Catal. Sci. Technol., 2013, 3, 3130
    DOI: 10.1039/C3CY00334E

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