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Contents

   



(Top)
 


1 Synthesis and complexation  





2 See also  





3 References  














Salen ligand






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From Wikipedia, the free encyclopedia
 


Salen ligand
Names
Other names

2,2′-Ethylenebis(nitrilomethylidene)diphenol, N,N′-Ethylenebis(salicylimine)

Identifiers

CAS Number

  • 94-93-9 (non-specific) checkY
  • 3D model (JSmol)

    ChEMBL
    ChemSpider
    ECHA InfoCard 100.002.161 Edit this at Wikidata
    EC Number
    • 202-376-3

    PubChem CID

    UNII

    CompTox Dashboard (EPA)

    • InChI=1S/C16H16N2O2/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/b17-11+,18-12+

      Key: VEUMANXWQDHAJV-JYFOCSDGSA-N

    • C1=CC=C(C(=C1)/C=N/CC/N=C/C2=CC=CC=C2O)O

    Properties

    Chemical formula

    C16H16N2O2
    Molar mass 268.32
    Melting point 126 °C (259 °F; 399 K)
    Hazards
    GHS labelling:

    Pictograms

    GHS07: Exclamation mark

    Signal word

    Warning

    Hazard statements

    H315, H319, H335

    Precautionary statements

    P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    ☒N verify (what is checkY☒N ?)

    Infobox references

    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 bases. Salen ligands are notable for coordinating a wide range of different metals, which they can often stabilise in various oxidation states.[1] For this reason salen-type compounds are used as metal deactivators. Metal salen complexes also find use as catalysts.[2]

    Synthesis and complexation[edit]

    H2salen may be synthesized by the condensation of ethylenediamine and salicylaldehyde.[3]

    Salcomine, a complex of salen with cobalt
    Jacobsen's salen-Mn catalyst

    Complexes of salen with metal cations can often be made in situ, i.e., without isolating the H2salen.[4][5]

    H2salen + M2+ → M(salen) + 2 H+

    See also[edit]

    References[edit]

    1. ^ Cozzi, Pier Giorgio (2004). "Metal–Salen Schiff base complexes in catalysis: practical aspects". Chem. Soc. Rev. 33 (7): 410–421. doi:10.1039/B307853C. PMID 15354222.
  • ^ Shaw, Subrata; White, James D. (11 June 2019). "Asymmetric Catalysis Using Chiral Salen–Metal Complexes: Recent Advances". Chemical Reviews. 119 (16): 9381–9426. doi:10.1021/acs.chemrev.9b00074. PMID 31184109. S2CID 184486101.
  • ^ Tsumaki, T. (1938). "Nebenvalenzringverbindungen. IV. Über einige innerkomplexe Kobaltsalze der Oxyaldimine". Bulletin of the Chemical Society of Japan (in German). 13 (2): 252–260. doi:10.1246/bcsj.13.252.
  • ^ Diehl, Harvey; Hach, Clifford C. (1950). "Bis( N,N '-Disalicylalethylenediamine)-μ - Aquodicobalt(II)". Inorganic Syntheses. Vol. 3. pp. 196–201. doi:10.1002/9780470132340.ch53. ISBN 978-0-470-13234-0. {{cite book}}: |journal= ignored (help)
  • ^ Pier Giorgio Cozzi (2004). "Metal-Salen Schiff base complexes in catalysis: Practical aspects". Chem. Soc. Rev. 33 (7): 410–421. doi:10.1039/B307853C. PMID 15354222.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Salen_ligand&oldid=1231286532"

    Categories: 
    Organometallic chemistry
    Schiff bases
    Tetradentate ligands
    Hidden categories: 
    CS1 German-language sources (de)
    CS1 errors: periodical ignored
    Chemical articles with multiple compound IDs
    Multiple chemicals in an infobox that need indexing
    Chemical articles with multiple CAS registry numbers
    Articles without KEGG source
    ECHA InfoCard ID from Wikidata
    Chembox having GHS data
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    Short description matches Wikidata
     



    This page was last edited on 27 June 2024, at 14:23 (UTC).

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