Non‐Heme Iron Catalysts with a Rigid Bis‐Isoindoline Backbone and Their Use in Selective Aliphatic C−H Oxidation

Iron complexes derived from a bis‐isoindoline‐bis‐pyridine ligand platform based on the BPBP ligand (BPBP=N,N′‐bis(2‐picolyl)‐2,2′‐bis‐pyrrolidine) have been synthesized and applied in selective aliphatic C−H oxidation with hydrogen peroxide under mild conditions. The introduction of benzene moietie...

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Veröffentlicht in:Advanced synthesis & catalysis 2017-08, Vol.359 (15), p.2590-2595
Hauptverfasser: Chen, Jianming, Lutz, Martin, Milan, Michela, Costas, Miquel, Otte, Matthias, Klein Gebbink, Robertus J. M.
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Sprache:eng
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Zusammenfassung:Iron complexes derived from a bis‐isoindoline‐bis‐pyridine ligand platform based on the BPBP ligand (BPBP=N,N′‐bis(2‐picolyl)‐2,2′‐bis‐pyrrolidine) have been synthesized and applied in selective aliphatic C−H oxidation with hydrogen peroxide under mild conditions. The introduction of benzene moieties on the bis‐pyrrolidine backbone leads to an increased preference of tertiary over secondary C−H bond oxidation (3°/2° ratio up to 33). On the other hand, substituting the meta‐position of the pyridines with bulky silyl groups affords enhanced secondary C−H oxidation selectivity and generally leads to higher product yields and mass balances.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201700239