trans-Bis-[(−)ephedrinate]-palladium complex: synthesis, molecular modeling and use as catalyst |
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| Authors: | Sandrine Bouquillon,Ulla Lé tinois-Halbes,Jacques Muzart |
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| Affiliation: | a Unité Mixte de Recherche ‘Réactions Sélectives et Applications’, CNRS-Université de Reims Champagne-Ardenne, B.P. 1039, F-51687 Reims Cedex 2, France
b Unité Mixte de Recherche ‘Synthèse, Catalyse, Chiralité’ CNRS-ENSSPICAM-Université Aix-Marseille III, Av. escadrille Normandie-Niemen, F-13397 Marseille Cedex 20, France |
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| Abstract: | The reaction between palladium acetate, (−)-ephedrine and potassium acetate led to bis-chelate complex Pd[OCH(Ph)NH(Me)]2 whose the trans-structure is obtained from calculations. The use of this complex to catalyze either the 1,4-hydrogenation of (E)-2-benzyliden-1-tetralone or Heck reaction of phenyl iodide with 3-methyl-3-buten-2-ol led to a low enantiomeric excess. |
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| Keywords: | Ephedrine Chirality Palladium complexes PdN bond Density functional theory (DFT) |
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