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Tetramethylethylenediamine(dimethyl)nickel(II)

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Tetramethylethylenediamine­(dimethyl)nickel(II)
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
InChI
  • 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
SMILES
  • ..CN(C)CCN(C)C.
Properties
Chemical formula C8H22N2Ni
Molar mass 204.971 g·mol
Appearance yellow-brown solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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.

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.

References

  1. Göttker-Schnetmann, Inigo; Mecking, Stefan (2020). "A Practical Synthesis of (tmeda)Ni(CH3)2, Isotopically Labeled (tmeda)Ni(CH3)2, and Neutral Chelated-Nickel Methyl Complexes". Organometallics. 39 (18): 3433–3440. doi:10.1021/acs.organomet.0c00500. S2CID 224930545.
  2. ^ 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.
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