4.5 Article

Hydrothermally Developed ZnC2O4.2H2O Nanocrystals as Efficient Copper-free Catalyst for the Synthesis of 1,4-Disubstituted 1,2,3-Triazoles in Water

Journal

CHEMNANOMAT
Volume -, Issue -, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cnma.202200407

Keywords

Hydrothermal synthesis; zinc oxalate dihydrate; azide-alkyne cycloaddition; 1; 2; 3-triazoles; heterogeneous catalysis

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In this study, nanostructured ZnC2O4.2H(2)O with irregular sheet-like morphology was synthesized through a simple hydrothermal procedure. The synthesized ZnC2O4.2H(2)O nanocrystal proved to be highly stable and served as an efficient recyclable catalyst for azide-alkyne cycloaddition (AAC) reaction. This catalytic protocol exhibited high efficiency and versatility, providing regioselective 1,4-disubstituted 1,2,3-triazoles with good to excellent yields for various aromatic/aliphatic azide and alkyne substrates under mild conditions. The developed methodology also offered sustainability by allowing in-situ generation of azides from their precursors, and outperformed most state-of-the-art copper-free and zinc-based catalysts.
In this work, we report the synthesis of nanostructured ZnC2O4.2H(2)O with irregular sheet-like morphology using a simple hydrothermal procedure. The as-synthesized ZnC2O4.2H(2)O nanocrystal (ZnC2O4 NC) is very stable and therefore, explored for the first time as highly efficient recyclable catalyst for the azide-alkyne cycloaddition (AAC) reaction. Our catalytic protocol is highly efficient and amenable to a variety of aromatic/aliphatic azide and alkyne substrates under mild reaction condition to afford regioselective 1,4-disubstituted 1,2,3-triazoles with good to excellent yields. Also, for the one pot synthesis of desired products, the developed method is exceedingly sustainable where azides are formed in-situ from their respective precursors. Our catalytic results outperformed most of the reported state-of-the-art works involving copper free nanoparticulate and zinc-based catalysts. All the original features of the recovered catalyst remained intact after 5(th) catalytic cycle which clearly suggests the efficiency of the Zn-based stable nanostructured material as alternative copper free catalysts for AAC reactions. The developed methodology could be extended for gram-scale synthesis of 1,2,3-triazoles.

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