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A Broadly Applicable Strategy for Entry into Homogeneous Nickel(0) Catalysts from Air-Stable Nickel(II) Complexes.


ABSTRACT: A series of air-stable nickel complexes of the form L2Ni(aryl) X (L = monodentate phosphine, X = Cl, Br) and LNi(aryl)X (L = bis-phosphine) have been synthesized and are presented as a library of precatalysts suitable for a wide variety of nickel-catalyzed transformations. These complexes are easily synthesized from low-cost NiCl2·6H2O or NiBr2·3H2O and the desired ligand followed by addition of 1 equiv of Grignard reagent. A selection of these complexes were characterized by single-crystal X-ray diffraction, and an analysis of their structural features is provided. A case study of their use as precatalysts for the nickel-catalyzed carbonyl-ene reaction is presented, showing superior reactivity in comparison to reactions using Ni(cod)2. Furthermore, as the precatalysts are all stable to air, no glovebox or inert-atmosphere techniques are required to make use of these complexes for nickel-catalyzed reactions.

SUBMITTER: Standley EA 

PROVIDER: S-EPMC4006606 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature

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A Broadly Applicable Strategy for Entry into Homogeneous Nickel(0) Catalysts from Air-Stable Nickel(II) Complexes.

Standley Eric A EA   Smith Stacey J SJ   Müller Peter P   Jamison Timothy F TF  

Organometallics 20140416 8


A series of air-stable nickel complexes of the form L<sub>2</sub>Ni(aryl) X (L = monodentate phosphine, X = Cl, Br) and LNi(aryl)X (L = bis-phosphine) have been synthesized and are presented as a library of precatalysts suitable for a wide variety of nickel-catalyzed transformations. These complexes are easily synthesized from low-cost NiCl<sub>2</sub>·6H<sub>2</sub>O or NiBr<sub>2</sub>·3H<sub>2</sub>O and the desired ligand followed by addition of 1 equiv of Grignard reagent. A selection of th  ...[more]

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