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Palladium N-Heterocyclic Carbene Pre-catalysts Bearing Different Ancillary Ligands for the Buchwald–Hartwig Amination of Cyclic Secondary Amines with Aryl Chlorides

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Abstract

Six novel palladium N-heterocyclic carbene complexes bearing different ancillary ligands such as pyridine, 1-methylimidazole, 4,5-dimethylthiazole and 3-bromoquinoline have been successfully prepared in a one-step process. These complexes were used as pre-catalysts in the Buchwald–Hartwig amination of cyclic secondary amines with aryl chlorides. A range of cyclic secondary amines were tolerated to a wide variety of aryl chlorides in presence of 1 mol% catalyst loading under mild conditions. Under the tested reaction conditions, the expected N-arylamines were obtained in moderate to high yields. The results showed that these novel palladium complexes are effective catalysts for the Buchwald–Hartwig amination.

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Acknowledgements

Support of İnönü University Research Fund (İ.Ü. B.A.P. Project No: FBA-2022-2844) is gratefully acknowledged.

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Authors and Affiliations

  1. Faculty of Science and Arts, Department of Chemistry, İnönü University, 44280, Malatya, Turkey

    Murat Kaloğlu & İsmail Özdemir

  2. Catalysis Application and Research Centre, İnönü University, 44280, Malatya, Turkey

    Murat Kaloğlu & İsmail Özdemir

  3. Drug Application and Research Centre, İnönü University, 44280, Malatya, Turkey

    İsmail Özdemir

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  1. Murat Kaloğlu
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  2. İsmail Özdemir
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Correspondence to Murat Kaloğlu.

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Kaloğlu, M., Özdemir, İ. Palladium N-Heterocyclic Carbene Pre-catalysts Bearing Different Ancillary Ligands for the Buchwald–Hartwig Amination of Cyclic Secondary Amines with Aryl Chlorides. Catal Lett 154, 1479–1494 (2024). https://doi.org/10.1007/s10562-023-04432-w

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