Design, Synthesis and Catalytic Activity of (Cyclopentadienone)iron Complexes Containing a Stereogenic Plane and a Stereogenic Axis
Articolo
Data di Pubblicazione:
2023
Citazione:
Design, Synthesis and Catalytic Activity of (Cyclopentadienone)iron Complexes Containing a Stereogenic Plane and a Stereogenic Axis / G.M. Fusi, T. Gandini, S. Gazzola, T. Grell, V. Colombo, L. Pignataro, U. Piarulli. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - (2023). [Epub ahead of print] [10.1002/chem.202302533]
Abstract:
Herein, we report the synthesis and characterization of several chiral (cyclopentadienone)iron complexes (CICs) featuring either two (R)-BINOL-derived stereoaxes or a combination of one (R)-BINOL-derived stereoaxis and a stereogenic plane. The stereoplane-containing CICs were obtained as epimer mixtures, which were separated by flash column chromatography and assigned an absolute configuration based on XRD analysis, NMR and order of elution. The library was tested in the asymmetric hydrogenation of ketones showing good catalytic activity and a moderate stereoselectivity which, notably, is mostly imparted by the stereogenic plane. Indeed, the two epimers of each CIC possessing a stereoplane show opposite and equally strong stereochemical preference.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
(cyclopentadienone)iron complexes; asymmetric hydrogenation; iron catalysis; ketone reduction; stereogenic plane
Elenco autori:
G.M. Fusi, T. Gandini, S. Gazzola, T. Grell, V. Colombo, L. Pignataro, U. Piarulli
Link alla scheda completa:
Link al Full Text: