Options
Catalytic Epoxidation of Alkenes by the Manganese Complex of a Reduced Porphyrinogen Macrocycle
Auteur(s)
Bruyneel, Frederic
Letondor, Christophe
Bastuerk, Bjorn
Gualandi, Andrea
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 (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
Type de publication
journal article