“Click” synthesis of monofunctionalized amino- and carboxylic acid-βCDs with low copper(I) catalyst loading

Submitting author affiliation:
Aalborg University, Aalborg, Denmark

Beilstein Arch. 2023, 202367. https://doi.org/10.3762/bxiv.2023.67.v1

Published 28 Dec 2023

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A series of monofunctionalized amino- and carboxylic acid-β-cyclodextrin monomers were prepared from mono-6-azido-6-deoxy-β-cyclodextrin (N3βCD) by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The reduction of copper catalyst to 1 mol% proved to be effective in delivering the desired monomers selectively and in high yields. The use of chromatographic techniques was not needed, as the products were isolated by precipitation in acetone and their purity was confirmed by 1D NMR analyses.

Keywords: β-cyclodextrin; cyclodextrin derivatives; click chemistry; CuAAC; mono-functionalization

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D'Andrea, L.; Nielsen, T. T. Beilstein Arch. 2023, 202367. doi:10.3762/bxiv.2023.67.v1

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