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
Abstract
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
NickelChemistryOlefin fiberCatalysisGloveboxInert gasInertAtmosphere (unit)Organic chemistryPolymer chemistryMeteorologyPhysicsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisOxidative Organic Chemistry Reactions