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Fe/ppm Cu nanoparticles as a recyclable catalyst for click reactions in water at room temperature
Green Chem., 2017, 19,2506-2509
DOI: 10.1039/C7GC00883J, Communication
DOI: 10.1039/C7GC00883J, Communication
Aurelien Adenot, Evan B. Landstrom, Fabrice Gallou, Bruce H. Lipshutz
Nanomicelles housing a terminal alkyne and azide are delivered to ppm Cu-containing nanoparticles that catalyse click reactions in water at rt.
Nanomicelles housing a terminal alkyne and azide are delivered to ppm Cu-containing nanoparticles that catalyse click reactions in water at rt.
Fe/ppm Cu nanoparticles as a recyclable catalyst for click reactions in water at room temperature
*Corresponding authors
Abstract
New iron-based nanoparticles doped with ppm levels of CuOAc are capable of catalyzing cycloadditions between alkynes and azides to afford triazole-containing products. These reactions take place in water at ambient temperatures, enabled by the presence of nanomicelles that function as a delivery mechanism. The NPs can be easily recycled within the same reaction vessel. Low levels of residual copper are found in the product.
(2) 1-Benzyl-4-phenyl-1H-1,2,3-triazole. Isolated as a white powdery crystal (99%).
Rf = 0.33 (1:3 EtOAc: hexanes).
NMR 1 H (CDCl3, 500 MHz, δ): 7.79-7.81 (m, 2H), 7.66 (s, 1H), 7.37-7.42 (m, 5H), 7.30-7.33 (m, 3H), 5.59 (s, 2H).
Melting point: 123-125 o C.
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