Английская Википедия:1,1,1-Tris(aminomethyl)ethane
Шаблон:Chembox 1,1,1-Tris(aminomethyl)ethane (TAME) is an organic compound with the formula CHШаблон:SubC(CHШаблон:SubNHШаблон:Sub)Шаблон:Sub. It is a colorless liquid. It is classified as a polyamine tripodal ligand, i.e., capable of binding to metal ions through three sites and hence is a tridentate chelating ligand, occupying a face of the coordination polyhedron.
Preparation
TAME is synthesized by the Pd/C-catalyzed hydrogenation of 1,1,1-tris(azidomethyl)ethane. Although azides are potentially explosive, they are excellent and practical source of primary amines. The required tris(azidomethyl)ethane is obtained from the tritosylate by salt metathesis using sodium azide. These two steps are:[1]
- 3 NaNШаблон:Sub + CHШаблон:SubC(CHШаблон:SubOTs)Шаблон:Sub → CHШаблон:SubC(CHШаблон:SubNШаблон:Sub)Шаблон:Sub + 3 NaOTs
- 3 HШаблон:Sub + CHШаблон:SubC(CHШаблон:SubNШаблон:Sub)Шаблон:Sub → CHШаблон:SubC(CHШаблон:SubNHШаблон:Sub)Шаблон:Sub + 3 NШаблон:Sub
Complexes of TAME
The tripodal TAME ligand coordinates facially to metal ions. This stereochemical feature has been exploited in the preparation of platinum(IV) cage complexes, e.g., [Pt(tame)Шаблон:Sub]Шаблон:Sup, which is a six coordinate Pt(IV) complex. Platinum in its +4 oxidation state has a dШаблон:Sub configuration and is kinetically inert. For this reason the formation of [Pt(tame)Шаблон:Sub]Шаблон:Sup is initiated by installing TAME on a platinum(II) precursor. The resulting square planar complex is oxidized with [PtClШаблон:Sub]Шаблон:Sup to produce the target Pt(IV) derivatives.[2]
References
- ↑ L. J. Zompa and J.-P. Anselme, "Catalytic Reduction of 1,1,1 tris(azidomethyl)ethane to 1,1,1 tris(Aminomethyl)ethane" Org. Prep. Proced. lnt, 6, 103 (1974).
- ↑ Шаблон:Cite journal.
