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SBA-15 Immobilized Phenanthroline–Copper(I) Complex as a Recyclable Efficient Catalyst for N-Arylation of Amides and N–H Heterocycles with Aryl Halides

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Abstract

5-(N,N-bis-3-(triethoxysilyl) propyl) ureyl-1,10-phenanthroline was prepared and successively grafted onto mesoporous silica of SBA-15 to get SBA-15 anchored ligand which was then reacted with Cu(I) to get SBA-15 anchored complex as the heterogeneous copper catalyst. This catalyst was characterized by FT-IR, XRD, CHN, AAS, TGA, EDAX, BET, SEM and TEM. The activities of the catalyst were tested in C–N cross-coupling of amides and N–H heterocycle compounds with aryl halides. The catalyst showed high catalytic activities for these cross-coupling reactions providing good to excellent yields of desired products. Moreover, the catalyst can be easily recovered by simple filtration and reused several times without significant loss of its catalytic activity.

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Acknowledgments

Financial support of this work from the Research Council of the University of Mazandaran is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran

    Rahman Hosseinzadeh, Nora Aghili & Mahmood Tajbakhsh

Authors
  1. Rahman Hosseinzadeh
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  2. Nora Aghili
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  3. Mahmood Tajbakhsh
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Correspondence to Rahman Hosseinzadeh.

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Hosseinzadeh, R., Aghili, N. & Tajbakhsh, M. SBA-15 Immobilized Phenanthroline–Copper(I) Complex as a Recyclable Efficient Catalyst for N-Arylation of Amides and N–H Heterocycles with Aryl Halides. Catal Lett 146, 193–203 (2016). https://doi.org/10.1007/s10562-015-1622-4

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  • DOI: https://doi.org/10.1007/s10562-015-1622-4

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