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TMEDA

Tetramethylethylenediamine

Tetramethylethylenediamine (TMEDA or TEMED, sometimes TMEN) is a chemical compound with the formula (CH3)2NCH2CH2N(CH3)2. This species is derived from

Organolithium reagent

is around 11 kcal/mol. TMEDA can also chelate to the lithium cations in n-butyllithium and form solvated dimers such as [(TMEDA) LiBu-n)]2. Phenyllithium

N-Butyllithium

of which is dilithioferrocene. Fe(C5H5)2 + 2 LiC4H9 + 2 TMEDA → 2 C4H10 + Fe(C5H4Li)2(TMEDA)2 Schlosser's base is a superbase produced by treating butyllithium

Nickel(II) bis(acetylacetonate)

reaction with tetramethylethylenediamine (tmeda): [Ni(CH3COCHCOCH3)2]3 + 3 tmeda → 3 Ni(CH3COCHCOCH3)2(tmeda) Ni(acac)2(H2O)2 reacts quickly in high yield

Organomagnesium chemistry

prepared such as Mg(CH2C6H5)4Li(tmeda)]−, featuring tetrabenzylmagnesium bound via two bridging methyl ligands to a Li(tmeda)+ center. This style of work

Arenium ion

this reaction sequence the R–Pd(II)–Br starting complex 1 stabilized by TMEDA is converted through dppe to metal complex 2. Electrophilic attack of methyl

Lithium

like dimethoxyethane (DME) or ligands like tetramethylethylenediamine (TMEDA). As an exception to the duet rule, a two-coordinate lithate complex with

Lithium naphthalenide

Properties of Lithium Naphthalene Radical Anion, Li+(TMEDA)2C 10H− 8, and Lithium Naphthalene Dianion (Li+TMEDA)2C 10H2− 8". Dalton Transactions (8): 1286–1289

Enolate

Structure of the lithium enolate PhC(OLi)=CMe2(tmeda) dimer. H atoms omitted on the diamine.

Magnesium chloride

tetraethylammonium tetrachloromagnesate [N(CH2CH3)4]2[MgCl4]. The adduct MgCl2(TMEDA) is another. In the coordination polymer with the formula MgCl2(dioxane)2