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- W2800978081 abstract "Abstract Sulfide‐functionalized bambus[4]urils ((RS) 8 BU[4]) and bambus[6]urils ((RS) 12 BU[6]) were synthesized through thiol–ene click coupling reactions (TEC) of allylbambus[ n ]urils. Thiosugars were grafted to BU[4] and BU[6]. Synthesis of BU[6] derivatives always requires the use of a template anion (iodide, chloride, or bromide), which is enclosed in the cavity of BU[6]. We show that this anion influences the reactivity of bambus[6]urils. An encapsulated iodide makes allyl functions of allyl 12 BU[6] less reactive towards TEC and hydrogenation reactions in comparison to the corresponding chloride or bromide inclusion complexes. This is critical for the chemical reactivity of BU[6] and even more to determine their anion‐binding properties. We report a new, facile and fast method using AgSbF 6 to prepare anion‐free BU[6]. NMR spectroscopic methods were used to estimate association constants of these new empty BU[6] with different anions. Quantum chemical calculations were employed to rationalize the observed results. These new functionalized bambusuril scaffolds in alternate conformations could find applications as multivalent binders." @default.
- W2800978081 created "2018-05-17" @default.
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- W2800978081 date "2018-06-28" @default.
- W2800978081 modified "2023-09-25" @default.
- W2800978081 title "Functionalization of Bambusurils by a Thiol-Ene Click Reaction and a Facile Method for the Preparation of Anion-Free Bambus[6]urils" @default.
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- W2800978081 doi "https://doi.org/10.1002/chem.201801468" @default.
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