Tetramethylethylenediamine(dimethyl)nickel(II)

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]

Tetramethylethylenediamine­(dimethyl)nickel(II)

Identifiers
CAS Number	122905-76-4
3D model (JSmol)	Interactive image
PubChem CID	59048650
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 [CH3-].[CH3-].CN(C)CCN(C)C.[Ni]
Properties
Chemical formula	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). Infobox references

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

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. 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.