Cross Coupling of Non-Activated Alkyl Halides by a Nickel Pincer Complex

Authors

  • Xile Hu Ecole Polytechnique Fédérale de Lausanne, Institute of Chemical Sciences and Engineering, EPFL-ISIC-LSCI, CH-1015 Lausanne;, Email: xile.hu@epfl.ch

DOI:

https://doi.org/10.2533/chimia.2010.231

Keywords:

Alkyl halides, Cross coupling, C–h functionalization, Grignard reagents, Nickel

Abstract

Non-activated alkyl halides are challenging substrates for cross-coupling reactions because they are reluctant to undergo oxidative addition and because metal alkyl intermediates are prone to ?-H elimination. Despite recent progress, well-defined catalysts are rare. We recently prepared Ni complexes with a chelating pincer-type bis(amino)amide ligand. The chloride complex [(MeNN2)NiCl] is an active (pre)catalyst for the coupling of non-activated alkyl halides with alkyl, aryl, and heteroaryl Grignard reagents. The catalysis tolerates a wide range of functional groups such as keto, ester, amide, acetal, indole, furan, nitrile, etc. The Ni complex also catalyzes direct alkylation of alkynes and aromatic heterocycles.

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Published

2010-04-28

How to Cite

[1]
X. Hu, Chimia 2010, 64, 231, DOI: 10.2533/chimia.2010.231.