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Reactions of chlorobenzene and bromobenzene with methyl acrylate using a conventional supported palladium catalyst

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Abstract

Reactions of bromobenzene and chlorobenzene with methyl acrylate were carried out in N-methylpyrrolidone (NMP) over a conventional Pd/C catalyst under Heck coupling conditions indicating both heterogeneous and homogeneous character. Benzene and biphenyl are produced in addition to the Heck coupling product of methyl cinnamate. It is proposed that the formation of methyl cinnamate and biphenyl proceed homogeneously with dissolved palladium species, while the formation of benzene takes place heterogeneously on the surface of supported palladium particles or free colloidal particles formed during the reaction.

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Authors and Affiliations

  1. Supercritical Research Center, National Institute of Advanced Industrial Science and Technology, Sendai, 983-8551, Japan

    Fengyu Zhao

  2. Division of Materials Science and Engineering, Graduate School of Engineering Hokkaido University Hokkaido University, Sapporo, 060-8628, Japan

    Masahiko Arai

Authors
  1. Fengyu Zhao
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  2. Masahiko Arai
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Correspondence to Masahiko Arai.

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Zhao, F., Arai, M. Reactions of chlorobenzene and bromobenzene with methyl acrylate using a conventional supported palladium catalyst. Reaction Kinetics and Catalysis Letters 81, 281–289 (2004). https://doi.org/10.1023/B:REAC.0000019434.53322.2e

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  • DOI: https://doi.org/10.1023/B:REAC.0000019434.53322.2e

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