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Tetramethylethylenediamine(dimethyl)nickel(II)

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Tetramethylethylenediamine­(dimethyl)nickel(II)
Identifiers
3D model (JSmol)
  • InChI=1S/C6H16N2.2CH3.Ni/c1-7(2)5-6-8(3)4;;;/h5-6H2,1-4H3;2*1H3;/q;2*-1;
    Key: YAZPWQVRDILILI-UHFFFAOYSA-N
  • [CH3-].[CH3-].CN(C)CCN(C)C.[Ni]
Properties
C8H22N2Ni
Molar mass 204.971 g·mol−1
Appearance yellow-brown solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetramethylethylenediamine(dimethyl)nickel(II) is the organonickel complex with the formula (Me2NCH2CH2NMe2)NiMe2 (Me = CH3). This yellow-brown, air-sensitive compound is popular precursor to diverse organonickel complexes. It is prepared from the tmeda adduct of nickel(II) acetylacetonate by reaction with methyl lithium.[1][2]

The tmeda ligand is easily displaced by bases such as bipyridine and diphosphines. Treatment of the complex with electrophilic alkenes results in elimination of ethylene, giving alkene complexes.[2]

References

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  1. ^ Göttker-Schnetmann, Inigo; Mecking, Stefan (2020). "A Practical Synthesis of (tmeda)Ni(CH3)2, Isotopically Labeled (tmeda)Ni(13CH3)2, and Neutral Chelated-Nickel Methyl Complexes". Organometallics. 39 (18): 3433–3440. doi:10.1021/acs.organomet.0c00500. S2CID 224930545.
  2. ^ a b Kaschube, Wilfried; Pörschke, Klaus R.; Wilke, Günther (1988). "Tmeda-Nickel-Komplexe". Journal of Organometallic Chemistry. 355 (1–3): 525–532. doi:10.1016/0022-328X(88)89050-8.