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Acceleration of Reductive Elimination of [Ar‐Pd‐C] by a Phosphine/Electron‐Deficient Olefin Ligand: A Kinetic Investigation
Authors:Heng Zhang Dr  Xiancai Luo  Kittiya Wongkhan  Hui Duan  Qiang Li  Lizheng Zhu  Jian Wang Dr  Andrei S Batsanov Dr  Judith A K Howard Prof Dr  Todd B Marder Prof Dr  Aiwen Lei Prof Dr
Institution:1. College of Chemistry and Molecular Sciences, Wuhan University, 430072 (P. R. China), Fax: (+86)?27‐68754067;2. Department of Chemistry, Durham University, South Road, Durham DH1 3 LE (UK);3. Real‐Time Analytics, Mettler Toledo Auto Chem, 7075 Samuel Morse Dr., Columbia, MD 21046 (USA);4. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Acadamy of Sciences, 354 Fenglin Lu, Shanghai, 200032 (China)
Abstract:Dramatic rate enhancement of reductive elimination of Ar‐Pd‐Curn:x-wiley:09476539:media:CHEM200802209:tex2gif-inf-2] was observed in the presence of a phosphine/electron‐deficient olefin ligand. Through systematic kinetic investigations of the Negishi coupling of ethyl 2‐iodobenzoate with alkylzinc chlorides (see scheme), the rate constants for reductive elimination of Ar‐Pd‐Curn:x-wiley:09476539:media:CHEM200802209:tex2gif-inf-3] were determined to be greater than 0.3 s?1, which is about four or five orders of magnitude greater than values reported previously.
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Keywords:cross‐coupling  kinetics  olefins  palladium  reductive elimination
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