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Surfactant‐Assisted Suzuki–Miyaura Coupling Reaction of Unreactive Chlorobenzene over Hydrotalcite‐Supported Palladium Catalyst
Author(s) -
Choudhary Hemant,
Jia Jixiang,
Nishimura Shun,
Ebitani Kohki
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600606
Subject(s) - chemistry , catalysis , chlorobenzene , palladium , hydrotalcite , bromobenzene , biphenyl , suzuki reaction , bromide , x ray photoelectron spectroscopy , heterogeneous catalysis , inorganic chemistry , organic chemistry , chemical engineering , engineering
A hydrotalcite‐supported palladium chloride (PdCl 2 /HT) catalyst has been developed for the Suzuki–Miyaura coupling (SMC) reaction. As‐prepared PdCl 2 /HT effectively catalyzed the SMC reaction of bromobenzene under air to afford >99 % biphenyl yields and the catalyst could be reused without any significant loss in catalytic activity. The moderate activity (69 % biphenyl yields) of the PdCl 2 /HT catalyst for chlorobenzene was improved, resulting in biphenyl yields of up to 96 % using a surfactant as an additive. Among various surfactants employed, Triton X‐100 (TX‐100) enhanced the catalytic performances of PdCl 2 /HT the most. The X‐ray photoelectron spectroscopy (XPS) and X‐ray absorption spectroscopy (XAS) of bare and surfactant‐treated PdCl 2 /HT catalysts depicted the ligation of the Pd species by TX‐100 influenced the electronic structure of the Pd species, leading to efficient catalysis. 

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