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Adamantylated trisimidazolium-based tritopic guests and their binding properties towards cucurbit[7]uril and β-cyclodextrin

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Abstract

Two new homotritopic guests based on tris(benz)imidazolium salts with adamantane binding sites were prepared. NMR and calorimetric titration experiments revealed that each of the three sites independently binds β-cyclodextrin (β-CD) or cucurbit[7]uril (CB7) units to form binary host–guest complexes with 1:3 stoichiometry. The association constants for the single binding site for β-CD and CB7 were determined using titration calorimetry and are in the order of 105 and 109−10 dm3 mol−1, respectively. In addition, both guests were able to form ternary systems with β-CD and CB7 in ratios of 1:1:2 and 1:2:1, respectively.

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Acknowledgments

This work was supported by the Internal Funding Agency of the Tomas Bata University in Zlín under Grant IGA/FT/2015/005.

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  1. Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlín, Vavrečkova 275, 760 01, Zlín, Czech Republic

    Shantanu Ganesh Kulkarni, Zdeňka Prucková, Michal Rouchal, Lenka Dastychová & Robert Vícha

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  1. Shantanu Ganesh Kulkarni
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  2. Zdeňka Prucková
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Correspondence to Robert Vícha.

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Kulkarni, S.G., Prucková, Z., Rouchal, M. et al. Adamantylated trisimidazolium-based tritopic guests and their binding properties towards cucurbit[7]uril and β-cyclodextrin. J Incl Phenom Macrocycl Chem 84, 11–20 (2016). https://doi.org/10.1007/s10847-015-0577-9

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