Elucidating Dramatic Ligand Effects on SET Processes: Iron Hydride versus Iron Borohydride Catalyzed Reductive Radical Cyclization of Unsaturated Organic Halides

Sara H. Kyne, Martin Clémancey, Geneviève Blondin, Etienne Derat, Louis Fensterbank, Anny Jutand, Guillaume Lefèvre, Cyril Ollivier

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16 Citations (Scopus)


An iron(II) borohydride complex ([(η1-H3BH)FeCl(NCCH3)4]) is employed as the precatalyst in iron-catalyzed radical cyclizations of unsaturated organic halides in the presence of NaBH4. Mechanistic investigations have established that the ligand bound to the metal center (acetonitrile versus ethylenebis(diphenylphosphine) (dppe)) plays a crucial role in the structure and reactivity of the active anionic iron(I) hydride ([HFeCl(dppe)2]-) and borohydride ([(η1-H3BH)FeCl(NCCH3)4]-) with unsaturated haloacetals. This work provides new insights into iron(I) hydride and borohydride species and their potential implication in single-electron processes.

Original languageEnglish
Pages (from-to)761-771
Number of pages11
Issue number5
Publication statusPublished - 12 Mar 2018
Externally publishedYes

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