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Tandem CH Activation/Arylation Catalyzed by Low-Valent Iron Complexes with Bisiminopyridine LigandsSalanouve, Elise; Bouzemame, Ghania; Blanchard, Sébastien; Derat, Etienne; Desage-El Murr, Marine; Fensterbank, Louis
Chemistry : a European journal, April 14, 2014, Letnik: 20, Številka: 16Journal Article
Tandem CH activation/arylation between unactivated arenes and aryl halides catalyzed by iron complexes that bear redox‐active non‐innocent bisiminopyridine ligands is reported. Similar reactions catalyzed by first‐row transition metals have been shown to involve substrate‐based aryl radicals, whereas our catalytic system likely involves ligand‐centered radicals. Preliminary mechanistic investigations based on spectroscopic and reactivity studies, in conjunction with DFT calculations, led us to propose that the reaction could proceed through an inner‐sphere CH activation pathway, which is rarely observed in the case of iron complexes. This bielectronic noble‐metal‐like behavior could be sustained by the redox‐active non‐innocent bisiminopyridine ligands. A radical choice! A low‐valent iron complex with non‐innocent bisiminopyridine ligands performs CH activation/arylation of unactivated aryl compounds (see figure). The reaction likely involves ligand‐based radicals, whereas previously reported iron‐based systems imply substrate‐based radicals.
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