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词条 Salcomine
释义

  1. Preparation and structure

  2. Applications

  3. References

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| Verifiedfields = changed
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| verifiedrevid = 447538257
| Reference=[1]
| ImageFile1= Salcomine.png
| ImageSize1= 150px
| ImageFile2= Salcomine-3D-balls-by-AHRLS-2012.png
| ImageSize2= 200px
| IUPACName=
| OtherNames={{plain list|
  • N,N′-Bis(salicylidene)ethylenediaminocobalt(II)
  • Co(salen)}}

|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=14167-18-1
| PubChem = 26517
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 24701
| SMILES = c1cc(c(cc1)[O-])/C=N/CC/N=C/c2c(cccc2)[O-].[Co+2]
| SMILES_Comment = ionic form
| SMILES1 = C1C[N+]2=Cc0ccccc0O[Co-2]23Oc0ccccc0C=[N+]13
| SMILES1_Comment = coordination form
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C16H16N2O2.Co/c19-15-7-3-1-5-13(15)11-17-9-10-18-12-14-6-2-4-8-16(14)20;/h1-8,11-12,19-20H,9-10H2;/q;+2/p-2/b17-11+,18-12+;
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = NPAQSKHBTMUERN-OYJDLGDISA-L
|Section2={{Chembox Properties
| C=16 | H=14 | Co=1 | N=2 | O=2
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
|Section3={{Chembox Hazards
| ExternalSDS = Oxford MSDS
| FlashPt=
| AutoignitionPt =
| RPhrases = {{R36/37/38}}
| SPhrases = {{S26}} {{S36}}
}}Salcomine is a coordination complex derived from the salen ligand and cobalt. The complex, which is planar, and a variety of its derivatives are carriers for O2 as well as oxidation catalysts.[2]

Preparation and structure

The compound features square planar Co(II). It forms a variety of five-coordinate adducts, as is typical for complexes of d7 metals. In addition to oxygen and nitrogen donor sites provided by the salen2−, the metal typically is bound to pyridine (py) to give the complex Co(salen)(py). Such complexes bind O2 to give derivatives of the type (μ-O2)[Co(salen)py]2 and [Co(salen)py(O2)].[2]

Salcomine is commercially available. It may be easily synthesized from cobalt(II) acetate and salenH2:[3]

Applications

The 1938 report that this compound reversibly bound O2 led to intensive research on salen and related ligands for the storage or transport of oxygen.[4] Salcomine catalyzes the oxidation of 2,6-disubstituted phenols by dioxygen.[5]

References

1. ^N,N′-Bis(salicylidene)ethylenediaminocobalt(II) at Sigma-Aldrich
2. ^Shoichiro Yamada “Advancement in stereochemical aspects of Schiff base metal complexes” Coordination Chemistry Reviews 1999, volume 190–192, 537–555.
3. ^{{cite journal | doi = 10.1021/ed054p443 | journal = J. Chem. Educ. | title = Oxygen Uptake by a Cobalt(II) Complex | author = Appleton, T. G. | year = 1977 | volume = 54 | issue = 7 | pages = 443}}
4. ^{{cite journal | author = Tokuichi Tsumaki | title = Nebenvalenzringverbindungen. IV. Über einige innerkomplexe Kobaltsalze der Oxyaldimine | journal = Bulletin of the Chemical Society of Japan | year = 1938 | volume = 13 | issue = 2 | pages = 252–260 | doi = 10.1246/bcsj.13.252}}
5. ^{{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}}

2 : Metal salen complexes|Cobalt compounds

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