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Can I read Molybdenum-Catalyzed Asymmetric Hydrogenation of Fused Arenes and Heteroarenes on EtoBox?
Molybdenum-Catalyzed Asymmetric Hydrogenation of Fused Arenes and Heteroarenes by Peter Viereck; Gabriele Hierlmeier; Paolo Tosatti; Tyler P. Pabst; Kurt Puentener; Paul J. Chirik is a Chemistry article available to read on EtoBox.
What is Molybdenum-Catalyzed Asymmetric Hydrogenation of Fused Arenes and Heteroarenes about?
The synthesis of enantioenriched molybdenum precatalysts for the asymmetric hydrogenation of substituted quinolines and naphthalenes is described. Three classes of pincer ligands with chiral substituents were evaluated as supporting ligands in the molybdenumcatalyzed hydrogenation reactions, where oxazoline imino(pyridine) chelates were identified as optimal. A series of 2,6-disubstituted quinolines was hydrogenated to enantioenriched decahydroquinolines with high diastereo-and enantioselectivities. For quinoline derivatives, selective hydrogenation of both the carbocycle and heterocycle was observed depending on the ring substitution. Spectroscopic and mechanistic studies established molybdenum η 6 -arene complexes as the catalyst resting state and that partial hydrogenation arises from dissociation of the substrate from the coordination sphere of molybdenum prior to complete reduction. A stereochemical model is proposed based on the relative energies of the respective coordination of the prochiral faces of the arene determined by steric interactions between the substrate and the chiral ligand, rather than through precoordination by a heteroatom.
Who reads Molybdenum-Catalyzed Asymmetric Hydrogenation of Fused Arenes and Heteroarenes?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Peter Viereck; Gabriele Hierlmeier; Paolo Tosatti; Tyler P. Pabst; Kurt Puentener; Paul J. Chirik
- Publisher
- American Chemical Society (ACS)
- Published
- 2022
- Language
- EN
- Field
- Chemistry (Physical Sciences)