Salcomine on:
[Wikipedia]
[Google]
[Amazon]
Salcomine is a
The 1938 report that this compound reversibly bound O2 led to intensive research on this and related complexes for the storage or transport of oxygen. Solvated derivatives of salcomine, e.g. the chloroformate or the DMF adduct, bind 0.5 equivalent of O2:
:2 Co(salen) + O2 → o(salen)sub>2O2
Salcomine catalyzes the oxidation of 2,6-disubstituted phenols by dioxygen.{{OrgSynth , collvol = 6 , collvolpages = 412 , year = 1988 , prep = cv6p0412 , title = Oxidation with Bis(Salicylidene)ethylenediiminocobalt(II) (Salcomine): 2,6-Di-''tert''-butyl-''p''-benzoquinone , author = C. R. H. I. De Jonge, H. J. Hageman, G. Hoentjen, and W. J. Mijs
coordination complex
A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many ...
derived from the salen ligand
Salen refers to a tetradentate C2-symmetric ligand synthesized from salicylaldehyde (sal) and ethylenediamine (en). It may also refer to a class of compounds, which are structurally related to the classical salen ligand, primarily bis-Schiff base ...
and cobalt. The complex, which is planar, and a variety of its derivatives are carriers for O2 as well as oxidation catalysts.Shoichiro Yamada “Advancement in stereochemical aspects of Schiff base metal complexes” Coordination Chemistry Reviews 1999, volume 190–192, 537–555.
Preparation and structure
Salcomine is commercially available. It may be synthesized fromcobalt(II) acetate
Cobalt(II) acetate is the cobalt salt of acetic acid. It is commonly found as the tetrahydrate Co(CH3CO2)2·4 H2O, abbreviated Co(OAc)2·4 H2O. It is used as a catalyst.
Synthesis and structure
Like many other transition metal acetates, cobalt(II ...
and salenH2.
Salcomine crystallizes as a dimer. In this form, the cobalt centers achieve five-coordination via a bridging phenolate ligands. A monomeric form crystallizes with chloroform in the lattice. It features planar Co centers. Salcomine is both a Lewis acid and a reductant. Several solvated derivatives bind O2 to give derivatives of the type (μ-O2) o(salen)pysub>2 and o(salen)py(O2)
Applications
The 1938 report that this compound reversibly bound O2 led to intensive research on this and related complexes for the storage or transport of oxygen. Solvated derivatives of salcomine, e.g. the chloroformate or the DMF adduct, bind 0.5 equivalent of O2:
:2 Co(salen) + O2 → o(salen)sub>2O2
Salcomine catalyzes the oxidation of 2,6-disubstituted phenols by dioxygen.{{OrgSynth , collvol = 6 , collvolpages = 412 , year = 1988 , prep = cv6p0412 , title = References