Nickel-containing di-charged imidazolium ligand with high crystalline organization. Interception and characterization of a transient carbene/cation species

• Published in: Inorganica Chimica Acta Vol. 370; no. 1; pp. 505 - 512
• Main Authors: Kuhn, Maria C.A., Lapis, Alexandre A.M., Machado, Giovanna, Roisnel, Thierry, Carpentier, Jean-François, Neto, Brenno A.D., Casagrande, Osvaldo L.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15-05-2011; Elsevier
• Subjects: Catalysis; Chemical Sciences; Di-charged imidazolium ligand; Electrospray mass spectrometry; Nickel compound; Powder and single-crystal X-ray diffraction; Nickel compound; Electrospray mass spectrometry; Di-charged imidazolium ligand; Powder and single-crystal X-ray diffraction
• ISSN: 0020-1693; 1873-3255; 0020-1693
• DOI: 10.1016/j.ica.2011.02.060

New nickel-containing di-charged imidazolium ligand was prepared by treatment of nickel chloride with bis-(2-(3-methylimidazolium-1-yl)ethyl)ether dichloride.
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► Synthesis of a new nickel-containing di-charged imidazolium-based molten salt. ► Nickel complex display a quite interesting 3D organization. ► The ESI(+)-MS studies suggests an additional stabilization by the presence of [NiCl
4]
2−.
New nickel-containing di-charged imidazolium-based molten salt (
2) was prepared by treatment of nickel chloride with bis-(2-(3-methylimidazolium-1-yl)ethyl)ether dichloride (
1) in good yield. This compound has been fully characterized by elemental analysis, polarized optical microscopy (POM), differential scanning calorimetry (DSC), powder and single-crystal X-ray diffraction, and electrospray mass spectrometry. X-ray diffraction studies of
2 revealed a quite interesting 3D organization whereas cations and anions each arrange in individual chains, which are themselves connected in an extended, columnar-type network. Furthermore the presence of [NiCl
4]
2− unit in compound
2 induces a 3D crystalline arrangement much higher than that observed for compound
1. The ESI(+)-MS studies show the same set of fragments detected for both compound
1 and
2 displaying similar losses including the presence of a di-charged molecule. The fragmentation of nickel-containing compound
2 gave a very high intense cation–carbene ion of
m/
z 235, suggesting an additional stabilization by the presence of [NiCl
4]
2− unit in the structure of
2 related to the low intensity signal found for
1 in the same
m/
z.