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Salen ligand information


Salen ligand
Names
Other names
2,2′-Ethylenebis(nitrilomethylidene)diphenol, N,N′-Ethylenebis(salicylimine)
Identifiers
CAS Number
  • 129409-01-4 checkY
  • 94-93-9 (non-specific) checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL594100 checkY
ChemSpider
  • 10484366 checkY
ECHA InfoCard 100.002.161 Edit this at Wikidata
EC Number
  • 202-376-3
PubChem CID
  • 26518
UNII
  • M122L9EGR6 checkY
CompTox Dashboard (EPA)
  • DTXSID5059113 Edit this at Wikidata
InChI
  • 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
SMILES
  • 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).
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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]

  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.
  2. ^ 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.

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Salen ligand

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Salen refers to a tetradentate C2-symmetric ligand synthesized from salicylaldehyde (sal) and ethylenediamine (en). It may also refer to a class of compounds...

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Metal salen complex

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A metal salen complex is a coordination compound between a metal cation and a ligand derived from N,N′-bis(salicylidene)ethylenediamine, commonly called...

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Salen

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shooter Dagmar Salén, Swedish sailor Gösta Salén, Swedish sailor Jesper Salén, Swedish physician and actor Sven Salén, Swedish sailor Salen ligand, a type of...

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Ethylenediamine

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complex [Co(en)3]3+ is an archetypical chiral tris-chelate complex. The salen ligands, some of which are used in catalysis, are derived from the condensation...

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Salpn ligand

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described as the salen ligand with a methyl group attached to the ethylene bridge that links the two nitrogen atoms. As in the case of salen compound, the...

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Salcomine

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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...

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Tetradentate ligand

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In chemistry, tetradentate ligands are ligands that bind four donor atoms to a central atom to form a coordination complex. This number of donor atoms...

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Schiff base

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ligands Copper(II) complex of the Schiff base ligand salicylaldoxime. Salen is a common tetradentate ligand that becomes deprotonated upon complexation...

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Transition metal dioxygen complex

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of salen ligand is the first synthetic O2 carrier. Solvated derivatives of the solid complex bind 0.5 equivalent of O2: 2 Co(salen) + O2 → [Co(salen)]2O2...

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C16H16N2O2

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268.31 g/mol) may refer to: DMeOB Lysergic acid, or D-lysergic acid Salen ligand This set index page lists chemical structure articles associated with...

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Pfeiffer effect

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species. Paul Pfeiffer, a student of Alfred Werner and inventor of the salen ligand, reported this phenomenon. The first example of the effect is credited...

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Cobalt oxide nanoparticle

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tetrahydrate in propanol at 50 °C under nitrogen atmosphere with the salen ligand (bis(salicylaldehyde)ethylenediimine). Cobalt oxide/graphene composite...

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Imine

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ligands in coordination chemistry. Particularly popular examples are found with Schiff base ligands derived from salicylaldehyde, the salen ligands....

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Jacobsen epoxidation

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epoxidation gains its stereoselectivity from a C2 symmetric manganese(III) salen-like ligand, which is used in catalytic amounts. The manganese atom transfers...

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Quinoxaline

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"Regioselective Synthesis of Asymmetrically Substituted 2-Quinoxalinol Salen Ligands". J. Org. Chem. 72 (23): 8691–8699. doi:10.1021/jo701395w. PMID 17939720...

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Metal halides

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like tetrahydrofuran. Halide ligands may also be displaced by the alkali salt of an X-type ligand, such as a salen-type ligand. This reaction is formally...

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Bisthiosemicarbazone

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bisthiosemicarbazones may have uses as fluorescing agents in optical microscopy. Salen ligand Ambazone Palanimuthu, Duraippandi; Shinde, Sridevi Vijay; Somasundaram...

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Superoxide dismutase mimetics

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consists of manganese, iron, or copper (and zinc) coordination complexes. Salen-manganese(III) complexes contain aromatic ring structures that increase...

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Enantioselective synthesis

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of ligands. Certain ligands, often referred to as "privileged ligands", are effective in a wide range of reactions; examples include BINOL, Salen, and...

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