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Ni(COD)(DQ): An Air‐Stable 18‐Electron Nickel(0)–Olefin Precatalyst

Van Tran, Zi‐Qi Li, Omar Apolinar, Joseph Derosa, Matthew V. Joannou, Steven R. Wisniewski, Martin D. Eastgate, Keary M. Engle

2020Angewandte Chemie International Edition153 citationsDOI

Abstract

We report that Ni(COD)(DQ) (COD=1,5-cyclooctadiene, DQ=duroquinone), an air-stable 18-electron complex originally described by Schrauzer in 1962, is a competent precatalyst for a variety of nickel-catalyzed synthetic methods from the literature. Due to its apparent stability, use of Ni(COD)(DQ) as a precatalyst allows reactions to be conveniently performed without use of an inert-atmosphere glovebox, as demonstrated across several case studies.

Topics & Concepts

NickelOlefin fiberGloveboxInert gasInertCatalysisChemistryAtmosphere (unit)Organic chemistryPolymer chemistryMeteorologyPhysicsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsAsymmetric Hydrogenation and Catalysis
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