Knölker type iron complexes, used directly or generated in situ, are suitable catalysts for (de) hydrogenation reactions enabling the synthesis of carbonyl derivatives, amines and alcohols of industrial and academic interest. Enantioselective hydrogenation of prochiral C= X double bonds (X: O, N) was achieved with up to 94% ee using iron-complexes bearing chiral ligands or Knölker'complex in combination with a chiral additive. Knölker type complexes were also competent catalysts for sequential reactions based on temporary dehydrogenative alcohol activation including dynamic kinetic resolution of racemic secondary alcohols (99% ee) and borrowing hydrogen methodology. The latter method was applied to synthesize N-alkyl substituted amines, ?-alkylated ketones and oxygen-or nitrogen-heterocycles.

Synthetic Applications of Bifunctional Knölker Type Iron Complexes as (De) hydrogenation Catalysts

Raffaella Ferraccioli
2018

Abstract

Knölker type iron complexes, used directly or generated in situ, are suitable catalysts for (de) hydrogenation reactions enabling the synthesis of carbonyl derivatives, amines and alcohols of industrial and academic interest. Enantioselective hydrogenation of prochiral C= X double bonds (X: O, N) was achieved with up to 94% ee using iron-complexes bearing chiral ligands or Knölker'complex in combination with a chiral additive. Knölker type complexes were also competent catalysts for sequential reactions based on temporary dehydrogenative alcohol activation including dynamic kinetic resolution of racemic secondary alcohols (99% ee) and borrowing hydrogen methodology. The latter method was applied to synthesize N-alkyl substituted amines, ?-alkylated ketones and oxygen-or nitrogen-heterocycles.
2018
Istituto di Scienze e Tecnologie Molecolari - ISTM - Sede Milano
978-1-60805-643-9
Alcohol
Amine
Asymmetric hydrogenation
Bifunctional catalyst
Borrowing hydrogen
Carbonyl compound
Dehydrogenation
Direct hydrogenation
Dynamic kinetic resolution
Heterocycle
Iron
Knölker's complex
Metal-ligand cooperation
Transfer hydrogenation
Water-gas-shift reaction
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/343367
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