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Iron‐Catalyzed Reductive Radical Cyclization of Organic Halides in the Presence of NaBH 4 : Evidence of an Active Hydrido Iron(I) Catalyst
Author(s) -
Ekomié Audrey,
Lefèvre Guillaume,
Fensterbank Louis,
Lacôte Emmanuel,
Malacria Max,
Ollivier Cyril,
Jutand Anny
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201200589
Subject(s) - chemistry , catalysis , halide , cyclic voltammetry , medicinal chemistry , reductive elimination , electron transfer , photochemistry , radical cyclization , catalytic cycle , inorganic chemistry , organic chemistry , electrochemistry , electrode
Iron made‘em : Iron(II) complexes such as FeCl 2 and [FeCl 2 (dppe) 2 ] (dppe=1,2‐bisdiphenylphosphinoethane) are efficient precatalysts for the radical cyclization of unsaturated iodides and bromides in the presence of NaBH 4 (see scheme). Cyclic voltammetry studies suggests that the reaction occurs through a radical mechanism via an anionic hydrido iron(I) species as the key intermediate for the activation of the substrates by electron transfer.