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Copper(I)-Catalyzed Azide–Alkyne Cycloadditions in Microflow: Catalyst Activity, High-T Operation, and an Integrated Continuous Copper Scavenging Unit

Authors

  • Alvaro Carlos Varas,

    1. Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Den Dolech 2, 5600 MB Eindhoven (The Netherlands)
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  • Dr. Timothy Noël,

    1. Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Den Dolech 2, 5600 MB Eindhoven (The Netherlands)
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  • Dr. Qi Wang,

    1. Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Den Dolech 2, 5600 MB Eindhoven (The Netherlands)
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  • Prof. Dr. Volker Hessel

    Corresponding author
    1. Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Den Dolech 2, 5600 MB Eindhoven (The Netherlands)
    • Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Den Dolech 2, 5600 MB Eindhoven (The Netherlands)
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Abstract

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Avoiding the coppers: A continuous-flow synthesis for the CuI-catalyzed azide–alkyne cycloaddition reaction using [Cu(phenanthroline)(PPh3)2]NO3 as a homogeneous catalyst is developed (up to 92 % isolated yield). Elevated temperatures allow achieving full conversions and using lower catalyst loadings. Residual copper in the triazole compound is efficiently removed via an inline extraction process, employing aqueous EDTA as a copper scavenger.

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