Reductive amination can be carried in i-PrOH/H2O as hydrogen sources using commercially available iron carbonyl complexes. Within an aqueous alkaline environment, a hydridocarboferrate is formed and its reducing potential is exploited for hydrogenation of the imine (or iminium ion) obtained in situ from aldehydes or ketones, and primary or secondary amines in almost equimolar ratio. This completely sustainable and hydrogen-free process proceeds at 100 °C using Fe3(CO)12as catalyst precursor under convectional heating while Fe2(CO)9gave better results when the reaction was carried out under MW dielectric heating. Both enolizable and non-enolizable aldehydes may be successfully employed in reactions with aliphatic and aromatic amines. (Figure presented.).

Petricci, E., Santillo, N., Castagnolo, D., Cini, E., Taddei, M. (2018). Iron-Catalyzed Reductive Amination of Aldehydes in Isopropyl Alcohol/Water Media as Hydrogen Sources. ADVANCED SYNTHESIS & CATALYSIS, 360(13), 2560-2565 [10.1002/adsc.201701619].

Iron-Catalyzed Reductive Amination of Aldehydes in Isopropyl Alcohol/Water Media as Hydrogen Sources

Petricci, Elena;Santillo, Niccolò;Castagnolo, Daniele;Cini, Elena;Taddei, Maurizio
2018-01-01

Abstract

Reductive amination can be carried in i-PrOH/H2O as hydrogen sources using commercially available iron carbonyl complexes. Within an aqueous alkaline environment, a hydridocarboferrate is formed and its reducing potential is exploited for hydrogenation of the imine (or iminium ion) obtained in situ from aldehydes or ketones, and primary or secondary amines in almost equimolar ratio. This completely sustainable and hydrogen-free process proceeds at 100 °C using Fe3(CO)12as catalyst precursor under convectional heating while Fe2(CO)9gave better results when the reaction was carried out under MW dielectric heating. Both enolizable and non-enolizable aldehydes may be successfully employed in reactions with aliphatic and aromatic amines. (Figure presented.).
Petricci, E., Santillo, N., Castagnolo, D., Cini, E., Taddei, M. (2018). Iron-Catalyzed Reductive Amination of Aldehydes in Isopropyl Alcohol/Water Media as Hydrogen Sources. ADVANCED SYNTHESIS & CATALYSIS, 360(13), 2560-2565 [10.1002/adsc.201701619].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/1057740