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Scientific result | Chemistry
A team from SCBM, in collaboration with researchers from I2BC, SHFJ and IRAMIS, has synthesized new neutral macrocycles called bambusurils (BUs). These BUs can be functionalized by "click chemistry" to obtain multivalent architectures decorated with 8 to 12 ligands of interest, an alternate topology which gives them remarkable supramolecular properties.
Abstract Propargylated bambus[4,6]urils were prepared by an efficient one-step condensation of dipropargylglycoluril with formaldehyde under microwave irradiation. Their functionalization by click chemistry (CuAAC) afforded new multivalent architectures decorated with 8 or 12 ligands. Grafting of glycosides provided water-soluble glycobambus[4,6]uril platforms with glucosyl12BU showing good affinity toward iodide anion in aqueous medium.
Lafosse, M., Cartier, E., Solmont, K., Rivollier, J., Azazna, D., Thuéry, P., Boulard, Y., Gontier, A., Charbonnier, J.-B., Kuhnast, B., Heck, M.-P. Clickable Bambusurils to Access Multivalent Architectures, Org. Lett. 2020, 22, 3099−3103. https://doi.org/10.1021/acs.orglett.0c00856
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