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General and Mild Ni0‐Catalyzed α‐Arylation of Ketones Using Aryl Chlorides
Authors:Dr David B Cordes  Prof Alexandra M Z Slawin  Prof?Dr Steven P Nolan
Institution:1. EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife, KY16 9ST (UK);2. Chemistry Department, College of Science, King Saud University, Riyadh 11451 (Saudi Arabia)
Abstract:A general methodology for the α‐arylation of ketones using a nickel catalyst has been developed. The new well‐defined Ni(IPr*)(cin)Cl] ( 1 c ) pre‐catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl‐based Ni–N‐heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC‐Ni catalysts. Preliminary mechanistic studies suggest a Ni0/NiII catalytic cycle to be at play.
Keywords:aryl chlorides  cross‐coupling reactions  ketone arylation  N‐heterocyclic carbenes  nickel  synthetic methods
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