Abstract
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 language | English |
|---|---|
| Pages (from-to) | 761-771 |
| Number of pages | 11 |
| Journal | Organometallics |
| Volume | 37 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 12 Mar 2018 |
| Externally published | Yes |
Cite this
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Elucidating Dramatic Ligand Effects on SET Processes : Iron Hydride versus Iron Borohydride Catalyzed Reductive Radical Cyclization of Unsaturated Organic Halides. / Kyne, Sara H.; Clémancey, Martin; Blondin, Geneviève; Derat, Etienne; Fensterbank, Louis; Jutand, Anny; Lefèvre, Guillaume; Ollivier, Cyril.
In: Organometallics, Vol. 37, No. 5, 12.03.2018, p. 761-771.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - Elucidating Dramatic Ligand Effects on SET Processes
T2 - Iron Hydride versus Iron Borohydride Catalyzed Reductive Radical Cyclization of Unsaturated Organic Halides
AU - Kyne, Sara H.
AU - Clémancey, Martin
AU - Blondin, Geneviève
AU - Derat, Etienne
AU - Fensterbank, Louis
AU - Jutand, Anny
AU - Lefèvre, Guillaume
AU - Ollivier, Cyril
PY - 2018/3/12
Y1 - 2018/3/12
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85043589257&partnerID=8YFLogxK
U2 - 10.1021/acs.organomet.7b00603
DO - 10.1021/acs.organomet.7b00603
M3 - Article
VL - 37
SP - 761
EP - 771
JO - Organometallics
JF - Organometallics
SN - 0276-7333
IS - 5
ER -