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  4. Catalytic Epoxidation of Alkenes by the Manganese Complex of a Reduced Porphyrinogen Macrocycle
 
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Catalytic Epoxidation of Alkenes by the Manganese Complex of a Reduced Porphyrinogen Macrocycle

Auteur(s)
Bruyneel, Frederic
Letondor, Christophe
Bastuerk, Bjorn
Gualandi, Andrea
Pordea, Anca 
Institut de chimie 
Stoeckli-Evans, Helen 
Institut de physique 
Neier, Reinhard 
Institut de chimie 
Date de parution
2012
In
Adv. Synth. Catal.
Vol.
2-3
No
354
De la page
428
A la page
440
Mots-clés
  • Ligands Role: CAT (Catalyst use)
  • USES (Uses) (effect of added ligands on epoxidn. yield
  • prepn. and structure of manganese complexes of a reduced porphyrinogen macrocycle and catalytic activity for the epoxidn. of alkenes)
  • Crystal structure
  • Molecular structure (of manganese complexes of a reduced porphyrinogen macrocycle)
  • Epoxidation
  • Epoxidation catalysts (prepn. and structure of manganese complexes of a reduced porphyrinogen macrocycle and catalytic activity for the epoxidn. of alkenes)
  • Alkenes Role: RCT (Reactant)
  • RACT (Reactant or reagent) (prepn. and structure of manganese complexes of a reduced porphyrinogen macrocycle and catalytic activity for the epoxidn. of alkenes)
  • Epoxides Role: SPN (Synthetic preparation)
  • PREP (Preparation) (prepn. and structure of manganese complexes of a reduced porphyrinogen macrocycle and catalytic activity for the epoxidn. of alkenes)
  • Diastereoselective synthesis (stereoselective epoxidn. of cis-stilbene and a cholestane deriv.
  • prepn. and structure of manganese complexes of a reduced porphyrinogen macrocycle and catalytic activity for the epoxidn. of alkenes)
  • manganese reduced porphyrinogen macrocycle complex prepn crystal mol structure
  • alkene epoxidn manganese porphyrinogen complex catalyst apical ligand screen
  • epoxide prepn stilbene acetoxycholestane stereoselective epoxidn
  • Ligands Role: CAT (Ca...

  • USES (Uses) (effect o...

  • prepn. and structure ...

  • Crystal structure

  • Molecular structure (...

  • Epoxidation

  • Epoxidation catalysts...

  • Alkenes Role: RCT (Re...

  • RACT (Reactant or rea...

  • Epoxides Role: SPN (S...

  • PREP (Preparation) (p...

  • Diastereoselective sy...

  • prepn. and structure ...

  • manganese reduced por...

  • alkene epoxidn mangan...

  • epoxide prepn stilben...

Résumé
The present paper details the first application of a fully reduced meso-octamethylporphyrinogen macrocycle as an effective ligand for simple operative manganese-catalyzed alkene epoxidn. The efficiency of the novel catalyst was detd. in the presence of various oxidants, apical ligands and acidic/basic additives. Higher reactivity was found in favor of electron-rich alkenes, whereas an electron-deficient conjugated alkene appeared to be a poor substrate in the screening. Sulfur additives were active as apical ligands, whereas nitrogen-contg. additives influenced the reactivity only moderately. Cis-Stilbene and 3?-acetoxy-5-cholestene were epoxidized in a stereoselective manner. The x-ray structures of the new manganese complexes were detd. and showed a rigid planar coordination geometry of the satd. macrocyclic ligand to the metal center. [on SciFinder(R)]
Identifiants
https://libra.unine.ch/handle/123456789/21461
Type de publication
journal article
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