Study on the Effect of the Ligand Structure in Palladium Organometallic Catalysts in the Suzuki–Miyaura Cross-Coupling Reaction

Paula Munín-Cruz; Marcos Rúa-Sueiro; Juan Manuel Ortigueira; María Teresa Pereira; José Manuel Vila

doi:10.3390/ecsoc-25-11730

Chemistry Proceedings (Nov 2021)

Study on the Effect of the Ligand Structure in Palladium Organometallic Catalysts in the Suzuki–Miyaura Cross-Coupling Reaction

Paula Munín-Cruz,
Marcos Rúa-Sueiro,
Juan Manuel Ortigueira,
María Teresa Pereira,
José Manuel Vila

Affiliations

Paula Munín-Cruz: Department of Inorganic Chemistry, Faculty of Chemistry, Campus Vida, University of Santiago de Compostela, Avd. das Ciencias s/n, 15782 Santiago de Compostela, Spain
Marcos Rúa-Sueiro: Department of Inorganic Chemistry, Faculty of Chemistry, Campus Vida, University of Santiago de Compostela, Avd. das Ciencias s/n, 15782 Santiago de Compostela, Spain
Juan Manuel Ortigueira: Department of Inorganic Chemistry, Faculty of Chemistry, Campus Vida, University of Santiago de Compostela, Avd. das Ciencias s/n, 15782 Santiago de Compostela, Spain
María Teresa Pereira: Department of Inorganic Chemistry, Faculty of Chemistry, Campus Vida, University of Santiago de Compostela, Avd. das Ciencias s/n, 15782 Santiago de Compostela, Spain
José Manuel Vila: Department of Inorganic Chemistry, Faculty of Chemistry, Campus Vida, University of Santiago de Compostela, Avd. das Ciencias s/n, 15782 Santiago de Compostela, Spain

DOI: https://doi.org/10.3390/ecsoc-25-11730
Journal volume & issue: Vol. 8, no. 1
p. 19

Abstract

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In this communication, we present the results obtained using a family of cyclometallated palladium compounds as catalysts for the Suzuki–Miyaura cross-coupling reaction between an aryl halide and phenylboronic acid. We have studied the structural factors that enhance the efficiency of the catalyst for this process through the synthesis of a library of analogous compounds containing thiosemicarbazone ligands with substituted rings and ferrocene diphosphine (dppf). We found that the best conversion rates are obtained with ligands bearing methoxy-disubstituted aromatic rings, and that the process performance is improved when R2 is a methyl group bound to the thioamidic nitrogen. These results lay the foundations for the design and development of novel and more efficient palladium catalysts based on thiosemicarbazones.

Published in Chemistry Proceedings

ISSN: 2673-4583 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry
Website: https://www.mdpi.com/journal/chemproc

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