Rational Exploration of N‐Heterocyclic Carbene (NHC) Palladacycle Diversity: A Highly Active and Versatile Precatalyst for Suzuki–Miyaura Coupling Reactions of Deactivated Aryl and Alkyl Substrates |
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Authors: | Guang‐Rong Peh Eric?Assen?B Kantchev Dr Jun‐Cheng Er Jackie?Y Ying Prof |
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Institution: | Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669 (Singapore), Fax: (+65)‐6478‐9020 |
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Abstract: | As less attention has been focussed on the design of highly efficient palladium precatalysts to ensure the smooth formation of the active catalyst for metal‐mediated cross coupling reactions, we herein demonstrate that combining the bulky N‐heterocyclic carbene (NHC) 1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene (IPr) with cyclopalladated acetanilide as the optimal palladium precatalyst leads to superior catalytic activity compared with the state‐of‐the‐art NHC–Pd catalysts. The complex was discovered through the evaluation of a small, rationally designed library of NHC–palladacycles prepared by a novel, practical and atom‐economic method, the direct reaction of IPr?HCl with palladacycle acetate dimers. |
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Keywords: | carbenes chemical library cross‐coupling heterocycles palladium |
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