Tetramethylethylenediamine(dimethyl)nickel(II)

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;21H3;/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

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

^ 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.
^ ^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.

[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.

[Wilke-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.

[1]

[2]