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Mechanistic insight into the formation of cinnamates in phosphine-free Heck reactions

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Abstract

A mechanistic study of the formation of cinnamates in phosphine-free Heck reactions was performed. Pathways for migratory insertion, β-hydride elimination, and catalyst recovery were elucidated using density functional theory (DFT) methods. It was shown that catalyst recovery is the rate-determining step of the overall Heck catalytic cycle.

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Acknowledgments

This work was supported by the Ministry of Education and Science of Serbia (Project No 172016). We are very grateful to the research group of Professor Michael B. Hall for useful advice concerning our work.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovića 12, P.O. Box 60, 34000, Kragujevac, Serbia

    Vladimir P. Petrović, Svetlana Marković & Zorica D. Petrović

Authors
  1. Vladimir P. Petrović
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  2. Svetlana Marković
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  3. Zorica D. Petrović
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Corresponding author

Correspondence to Vladimir P. Petrović.

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Petrović, V.P., Marković, S. & Petrović, Z.D. Mechanistic insight into the formation of cinnamates in phosphine-free Heck reactions. Monatsh Chem 143, 1497–1502 (2012). https://doi.org/10.1007/s00706-012-0808-3

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  • DOI: https://doi.org/10.1007/s00706-012-0808-3

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